4-Hydroxybenzaldehyde → 4-(2-Phenyl-4-oxazolylmethoxy)benzaldehyde

HRID 1720036ノート

反応式

HRID 1720036 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.CS(C)=O.ClC[C:16]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[NH:20][CH:19]=[CH:18][O:17]1.[C:27](=O)([O-])[O-].[Cs+].[Cs+]>O>[C:21]1([C:16]2[O:17][CH:18]=[C:19]([CH2:27][O:1][C:2]3[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=3)[N:20]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参加物

6

反応物 4

HCID 1264-HydroxybenzaldehydeHCID 679Dimethyl SulfoxideHCID 10796Cesium carbonateHCID 224199112-(Chloromethyl)-2-phenyloxazole

生成物 1

HCID 108265134-(2-Phenyl-4-oxazolylmethoxy)benzaldehyde収率 90.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 4-hydroxybenzaldehyde (1.9 g, 17.0 mmol), dimethyl sulfoxide (50 mL), 2-(chloromethyl)-2-phenyloxazole (3.3 g, 17.0 mmol) and cesium carbonate (11.0 g, 34.0 mmol) was stirred at room temperature for 16 hours. The mixture was poured into water (400 mL) and filtration of the resultant precipitate afforded the crude product. Crystallization of the solids from ethyl acetate gave the product as a light yellow solid in 90.5 % yield, m.p. 94°-96° C. MS (EI, m/e): 279 (M)+

後処理

  1. customafforded the crude product
  2. customCrystallization of the solids from ethyl acetate

出典と根拠

ORDレコード
ord-7cd0b684c47d4a6696a0a569fe29c037
出典データセット
uspto-grants-1996_04
特許番号
US05504097

反応ノート

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