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

HRID 485839

反応式

HRID 485839 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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%.

後処理

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

出典と根拠

ORDレコード
ord-f440b94f251e44c791263fe6620310b9
出典データセット
uspto-grants-1985_08
特許番号
US04537984

関連ノート

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