4-Hydroxybenzaldehyde → Propanoic acid, 2-(4-hydroxyphenoxy)-, ethyl ester

HRID 485839노트

반응식

HRID 485839 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:5](C=O)=[CH:4][CH:3]=1.[C:10]([O:15][CH2:16][CH3:17])(=[O:14])[CH:11]([CH3:13])[OH:12].S(C1C=CC(C)=CC=1)([O-])(=O)=O.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[OH:1][C:2]1[CH:9]=[CH:8][C:5]([O:12][CH:11]([CH3:13])[C:10]([O:15][CH2:16][CH3:17])=[O:14])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 1264-HydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 86740275(-)-Ethyl lactate tosylate

생성물 1

HCID 3017597Propanoic acid, 2-(4-hydroxyphenoxy)-, ethyl ester수율 95.2%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

12.2 g of 4-hydroxybenzaldehyde, 30 g of (-)-ethyl lactate-tosylate ([α]D25 =-34.2°, optical purity: 96%), 20 g of potassium carbonate and 100 g of acetonitrile, were mixed, and the mixture was refluxed for 5 hours and then cooled to room temperature. The reaction mixture was treated in the same manner as in Reference Example 3, whereby 20.0 g of (+)-ethyl 2-(4-hydroxyphenoxy)propionate was obtained as a colorless transparent liquid. The boiling point was from 130° to 140° C./1 mmHg. [α]D25 =+51.5°, optical purity: 93%.

후처리

  1. temperaturethe mixture was refluxed for 5 hours
  2. additionThe reaction mixture was treated in the same manner as in Reference Example 3

출처 및 근거

ORD 기록
ord-f440b94f251e44c791263fe6620310b9
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04537984

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