Methanol → 2-Fluoro-5-methoxy-4-nitrobenzoic acid

反応式

C[O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8](F)[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][C:5]=1[F:14].[OH-:16].[K+].[CH3:18]O>>[F:14][C:5]1[CH:6]=[C:7]([N+:11]([O-:13])=[O:12])[C:8]([O:16][CH3:18])=[CH:9][C:4]=1[C:3]([OH:2])=[O:15]

参加物

反応物 3

HCID 887Methanol

HCID 14797Potassium Hydroxide

HCID 18526058Methyl 2,5-difluoro-4-nitrobenzoate

生成物 1

HCID 579556142-Fluoro-5-methoxy-4-nitrobenzoic acid

反応条件

温度: 80 °C

実験手順

To a solution of methyl-2,5-difluoro-4-nitrobenzoate (10 g, 46 mmol) in methanol (100 mL) was added potassium hydroxide (7.73 g, 184 mmol) in two batches. The reaction mixture was stirred in an oil bath at 80° C. for 1 h. It was then concentrated, acidified with HCl. Solid was filtered, washed with water and dried to give the product as light yellow powder (10 g, quantitative yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 3.95 (s, 3 H) 7.66 (d, J=4 Hz, 1 H) 8.01 (d, J=8 Hz, 1 H). [M+H] calc'd for C8H6FNO5, 216; found 216.