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

HRID 1720036노트

반응식

HRID 1720036 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 108265134-(2-Phenyl-4-oxazolylmethoxy)benzaldehyde수율 90.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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)+

후처리

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

출처 및 근거

ORD 기록
ord-7cd0b684c47d4a6696a0a569fe29c037
출처 데이터셋
uspto-grants-1996_04
특허 번호
US05504097

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