Nitroethane → 6-fluoro-5-methoxy-3-(2-nitro-propenyl)-1H-indole

反応式

[N+:1]([CH2:4][CH3:5])([O-:3])=[O:2].[F:6][C:7]1[CH:15]=[C:14]2[C:10]([C:11]([CH:16]=O)=[CH:12][NH:13]2)=[CH:9][C:8]=1[O:18][CH3:19].C([O-])(=O)C.[NH4+]>>[F:6][C:7]1[CH:15]=[C:14]2[C:10]([C:11]([CH:16]=[C:4]([N+:1]([O-:3])=[O:2])[CH3:5])=[CH:12][NH:13]2)=[CH:9][C:8]=1[O:18][CH3:19]

参加物

反応物 3

HCID 6587Nitroethane

HCID 517165Ammonium Acetate

HCID 220148046-fluoro-5-methoxy-1H-indole-3-carbaldehyde

生成物 1

HCID 695167926-fluoro-5-methoxy-3-(2-nitro-propenyl)-1H-indole収率 92%

反応条件

温度: 100 °C

実験手順

A mixture of nitroethane(44 ml, 611 mmol), 6-fluoro-5-methoxy-1H-indole-3-carbaldehyde (11.8 g, 61 mmol), and ammonium acetate(1.78 g, 23 mmol) is stirred at 100° C. for 3 hours, allowed to cool, and is filtered to give 14 g of 6-fluoro-5-methoxy-3-(2-nitro-propenyl)-1H-indole (92%).