Dimethylformamide → 3-{[2-(2-Furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-4-methoxybenzaldehyde

HRID 2221512ノート

反応式

HRID 2221512 の反応式
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:9]2[O:10][CH:11]=[CH:12][CH:13]=2)[O:6][C:7]=1[CH3:8].[OH:14][C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[CH:18]=[O:19].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[O:10]1[CH:11]=[CH:12][CH:13]=[C:9]1[C:5]1[O:6][C:7]([CH3:8])=[C:3]([CH2:2][O:14][C:15]2[CH:16]=[C:17]([CH:20]=[CH:21][C:22]=2[O:23][CH3:24])[CH:18]=[O:19])[N:4]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 12127IsovanillinHCID 223445824-(Chloromethyl)-2-(furan-2-yl)-5-methyl-1,3-oxazole

生成物 1

HCID 866057063-{[2-(2-Furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-4-methoxybenzaldehyde収率 67.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
90 °C

実験手順

A mixture of 4-chloromethyl-2-(2-furyl)-5-methyl-1,3-oxazole (20.0 g), 3-hydroxy-4-methoxybenzaldehyde (13.97 g), potassium carbonate (13.96 g) and N,N-dimethylformamide (200 mL) was stirred at 90° C. for 3 hrs. Water was poured into the reaction mixture, and the precipitated crystals were collected by filtration to give 3-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-4-methoxybenzaldehyde as colorless crystals (19.4 g, yield 67%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 125-126° C.

後処理

  1. filtrationthe precipitated crystals were collected by filtration

出典と根拠

ORDレコード
ord-972defa9be714817bab4375ae4205cc1
出典データセット
uspto-grants-2008_05
特許番号
US07368578B2

反応ノート

読み込み中…