Category: 69778-83-2

69778-83-2, 4-Methoxy-1H-pyrrol-2(5H)-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 Compound (VII) To a solution of 2-formyl-5-undecylpyrrole (4 g; 16.03 mmols) and 4-methoxy-3-pyrrolin-2-one (3.63 g; 32.06 mmols) in DMSO (53 ml) 2N sodium hydroxyde (45 ml) is added under nitrogen atmosphere and the mixture is stirred at 60¡ã C. for 8 hours. After dilution with water (200 ml) the yellow suspension is extracted with dichloromethane (600 ml). The organic phase is shacked with water and brine, anhydrified over anhydrous sodium sulphate and evaporated to dryness. The crude material is taken up in hexane and filtered to give 4-methoxy-5-(5-undecyl-1H-pyrrol-2-yl-methylene)-1,5-dihydro-pyrrol-2-one (4.86 g; 14.11 mmols) as a yellow crystalline solid. Yield: 88percent. 1 NMR (400 mhz, CDCl3), ppm: 0.87 (3H, m), 1.2-1.5 (16H, m), 1.72 (2H, m), 2.73 (2H, m), 3.89 (3H, s), 5.08 (1H, d, J=1.7 Hz), 5.97 (1H, dd, J=2.4 and 3.2 Hz), 6.31 (1H, s), 6.36 (1H, t, J=3.2 Hz), 10.25 (1H, bs), 10.74 (1H, bs)., 69778-83-2

The synthetic route of 69778-83-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pharmacia & UpJohn S.p.A.; US5847127; (1998); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

69778-83-2, 4-Methoxy-1H-pyrrol-2(5H)-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,69778-83-2

EXAMPLE 2 (Z)-4-methoxy-5-(cyclohexylmethylene)-3-pyrrolin-2-one (IV, R2 =H, R3 =Me, R4 =cyclohexyl) 23.9 g of 4-methoxy-3-pyrrolin-2-one (94.6 percent) in 1360 ml of 4 n sodium hydroxide solution and 27.5 g of cyclohexanecarbaldehyde (90 to 95 percent) in 330 ml of methanol were reacted as described in Example 1. Data for the product was: Yield: 39.8 g (96.1 percent) Melting point: 134¡ã to 136¡ã C., colorless crystals 1 H-NMR: delta=9.07 (br.s, 1H), 5.32 (d, 1H), 5.14 (d, 1H), 3.83 (s, 3H), 2.40 (m, 1H), 1.09-1.81 (m, 10H)

As the paragraph descriping shows that 69778-83-2 is playing an increasingly important role.

Reference£º
Patent; Lonza, Ltd.; US4983743; (1991); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

69778-83-2, 4-Methoxy-1H-pyrrol-2(5H)-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,69778-83-2

EXAMPLE 3 (Z)-4-methoxy-5-propylidene-3-pyrrolin-2-one (IV, R2 =H, R3 =Me, R4 =Et) 23.9 g of 4-methoxy-3-pyrrolin-2-one (94.6 percent) in 1360 ml of 4 n sodium hydroxide solution and 13.2 g of propionaldehyde (97 percent) in 330 ml of methanol were reacted as described in Example 1. Data for the product was: Yield: 18.0 g (58.8 percent) Melting point: 119¡ã to 127¡ã C., colorless crystals 1 H-NMR: delta=8.62 (br.s, 1H) 5.43 (t, 1H), 5.12 (d,1H), 3.84 (s, 3H), 2.27 (m, 2H), 1.12 (t, 3H)

69778-83-2 4-Methoxy-1H-pyrrol-2(5H)-one 574769, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Lonza, Ltd.; US4983743; (1991); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

69778-83-2, 4-Methoxy-1H-pyrrol-2(5H)-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,69778-83-2

Example 3 Interconversion Between Compounds (VI) A solution of 4-methoxy-3-pyrrolin-2-one (3 g; 26.52 mmols) in absolute ethanol (60 ml) is treated with sodium ethoxyde (2.17 g; 31.82 mmols) under nitrogen atmosphere. The solution is refluxed for 2 hours and then poured into a 30percent NaH2 PO4 solution (200 ml) The resulting mixture is extracted with ethyl acetate (3*150 ml) and the organic phase is shacked with brine, dried over sodium sulphate and evaporated to dryness to obtain 4-ethoxy-3-pyrrolin-2-one (2.19 g; 17.24 mmols). Yield: 65percent. 1 NMR (400 mhz, CDCl3), ppm: 1.38 (3H, t), 3.89 (2H, s), 4.01 (2H, q), 5.03 (1H, s), 6.15 (1H, bs).

69778-83-2 4-Methoxy-1H-pyrrol-2(5H)-one 574769, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Pharmacia & UpJohn S.p.A.; US5847127; (1998); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

69778-83-2, 4-Methoxy-1H-pyrrol-2(5H)-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,69778-83-2

A. A mixture of 4-methoxy-3-pyrrolin-2-one (3 g), 1-octanol (7.4 ml) and methanesulfonic acid (0.2 g) were heated at 100¡ã C. for 2 hours under reduced pressure (40 mbars). The product was chromatographed on silica gel, eluding with 2percent methanol in methylene chloride, to give 4-octyloxy-3-pyrrolin-2-one.

The synthetic route of 69778-83-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Researche Syntex France, S.A.; US4997846; (1991); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69778-83-2,4-Methoxy-1H-pyrrol-2(5H)-one,as a common compound, the synthetic route is as follows.

EXAMPLE 1 (Z)-4-methoxy-5-isobutylidene-3-pyrrolin-2-one (IV, R2 =H, R3 =Me, R4 =isopropyl) 35.9 g of 4-methoxy-3-pyrrolin-2-one (II, R3 =Me) was dissolved in 2000 ml of 4 n aqueous sodium hydroxide solution and was mixed at 50 C. within 30 minutes with a solution of 24.0 g of isobutyraldehyde in 675 ml of methanol. After 1 hour, 675 ml of water was added and the reaction mixture was cooled to 0 C. The resulting product was filtered off, washed with water and dried in a vacuum at 40 C. The filtrate was extracted with dichloromethane. The yield was 39.7 g plus 10.1 g from the dichloromethane extract (99.4 percent total yield). Other data for the product was: Melting point: 139 to 141 C., colorless crystals 1 H-NMR: delta=8.64 (br.s, 1H), 5.30 (d, 1H), 5.14 (d, 1H), 3.85 (s, 3H), 2.67 (m, 1H), 1.11 (d, 6H)

The synthetic route of 69778-83-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Lonza, Ltd.; US4983743; (1991); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

69778-83-2, 4-Methoxy-1H-pyrrol-2(5H)-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of phosphoryl bromide (220 molpercent, 5.58 g) in dry dichloromethane (20 mL) was added DMF (220 molpercent, 1.4 mL) dropwise over 2 minutes. The resulting reaction mixture was stirred at room temperature for 30 min and concentrated in vacuo to provide the Vilsmeyer complex as a white solid. After drying IN-VACUO for lh, the white solid was suspended in dry dichloromethane (20 mL) and cooled to 0 ¡ãC. A solution of 4-methoxy-3- pyrrolin-2-one (A) (LG, 8.84 mmol) in dichloromethane (10 mL) was added dropwise and the resulting reaction mixture was stirred at 0 ¡ãC for 30 min, then at room temperature for 20 h. The mixture was poured onto ice (75 mL), treated with aqueous NAOH 4N (50 mL), diluted with EtOAc (100 mL), and stirred for 15 min. The layers were separated, and the aqueous layer was extracted with EtOAc (3 x 60 mL). The combined organic layers were washed with brine (3 x 200 mL), dried over NA2SO4, filtered and concentrated in vacuo to afford a crude residue that was purified using flash column chromatography over silica gel with a gradient elution of 0-20percent EtOAC/Hexanes to provide Compound B as a white solid. NMR 1H (300 MHz, CDC13) : 6 (ppm) 3.95 (s, 3H) ; 5.90 (s, 1H) ; 9.30 (s, 1H), 9. 92-10.34 (bs, 1H). m/z : 205.1 [M+1]

The synthetic route of 69778-83-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GEMIN X BIOTECHNOLOGIES INC.; WO2004/106328; (2004); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.69778-83-2,4-Methoxy-1H-pyrrol-2(5H)-one,as a common compound, the synthetic route is as follows.

To a mixture of diethylformamide (3 eq, 5.8 mL) and chloroform (5 mL) at 00C was added dropwise a solution of phosphorus oxybromide (2.5 eq, 12.6 g) in chloroform (15 mL). The resulting suspension was stirred at 0 0C for 30 min, and the sol “vent was removed by rotary evaporation to obtain the Vilsmeier complex as a white solid. After drying in vacuo104USlDOCS 5506941vl EPO for 20 min, the solid was treated with chloroform (10 mL) and cooled to 0 0C. A solution of 4-methoxy-3-pyrrolin-2-one (A, 2 g, 17.7 mmol) in chloroform (20 mL) was added dropwise and the mixture was warmed to room temperature, then heated at 60 0C for 5h. The mixture was poured onto ice (75 mL), and the pH of the aqueous solution was adjusted to pH 7-8 by treatment with NaOH 2N. EtOAc (40 mL) was added to the resulting precipitate and the mixture was filtered over Celite.(R). to remove the black solid containing phosphorus salts.The two layers were separated and the aqueous layer was extracted with EtOAc (3 x 100 mL). The organic layers were combined, washed with brine (3 x 200 mL), dried over Na2SO4, filtered and the solvent was removed by rotary evaporation to furnish the crude enamine intermediate B’.The residue was filtered over a pad of silica gel (50 mL) using a 10percent EtOAC/Hexianes as eluent to obtain the enamine as an oil, which upon drying in vacuo lead to a beige solid.Yield: 3.20 g, 70percent. M/Z: 260.1 [M+l]RMNT 1H (300 MHz, CDCl3): delta (ppm) 1.24-1.37 (m, 6H); 3.31-3.46 (q, 2H); 3.76 (s, 3H), 4.03-4.18 (q, 2H); 5.58 (s, 3H); 6.98 (s, 3H).

69778-83-2 4-Methoxy-1H-pyrrol-2(5H)-one 574769, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; GEMIN X BIOTECHNOLOGIES INC.; WO2006/89397; (2006); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem