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

HRID 2221506

反応式

HRID 2221506 の反応式
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:8]2[O:9][CH:10]=[CH:11][CH:12]=2)[O:6][CH:7]=1.[O:13]=[CH:14][C:15]1[CH:23]=[CH:22][C:20]([OH:21])=[C:17]([O:18][CH3:19])[CH:16]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[O:9]1[CH:10]=[CH:11][CH:12]=[C:8]1[C:5]1[O:6][CH:7]=[C:3]([CH2:2][O:21][C:20]2[CH:22]=[CH:23][C:15]([CH:14]=[O:13])=[CH:16][C:17]=2[O:18][CH3:19])[N:4]=1

参加物

6

反応物 4

HCID 1183VanillinHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 220097064-Chloromethyl-2-(2-furyl)oxazole

生成物 1

HCID 866057054-{[2-(2-Furyl)-1,3-oxazol-4-yl]methoxy}-3-methoxybenzaldehyde収率 91.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

A mixture of 4-chloromethyl-2-(2-furyl)-1,3-oxazole (10.0 g), vanillin (8.29 g), potassium carbonate (7.53 g) and N,N-dimethylformamide (100 mL) was stirred at 80° C. for 15 hrs. Water was poured into the reaction mixture, and the precipitated crystals were collected by filtration to give 4-{[2-(2-furyl)-1,3-oxazol-4-yl]methoxy}-3-methoxybenzaldehyde as brown crystals (14.90 g, yield 91%). Recrystallization from hexane-ethyl acetate gave pale-yellow prism crystals. melting point: 138-139° C.

後処理

  1. filtrationthe precipitated crystals were collected by filtration

出典と根拠

ORDレコード
ord-cd1d1baaf67e444dac7da1ce6a4956ea
出典データセット
uspto-grants-2008_05
特許番号
US07368578B2

関連ノート

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