Eugenol → HCID 85970746、化合物

HRID 82483

反応式

HRID 82483 の反応式
[C:1]1([O:11][CH3:12])[C:2](=[CH:4][CH:5]=[C:6]([CH:10]=1)[CH2:7][CH:8]=[CH2:9])[OH:3].C([O-])([O-])=O.[K+].[K+].[Br:19][CH2:20][C:21](Br)=[O:22]>ClCCl.C(OCC)(=O)C>[CH2:7]([C:6]1[CH:5]=[CH:4][C:2]([O:3][C:21](=[O:22])[CH2:20][Br:19])=[C:1]([O:11][CH3:12])[CH:10]=1)[CH:8]=[CH2:9]

参加物

6

反応物 3

HCID 3314EugenolHCID 11430Potassium CarbonateHCID 61147Bromoacetyl bromide

生成物 1

HCID 85970746HCID 85970746、化合物収率 63.7%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
25 °C

実験手順

To a solution of eugenol (500 mg, 3.03 mmol) in dichloromethane (5 mL) were added K2CO3 (1.0 g, 7.57 mmol) followed by bromo acetyl bromide (931 mg, 4.54 mmol) at 0° C. The mixture was allowed to stir at room temperature (25° C.) over a period of 1 hr. The resulting mixture was diluted with ethyl acetate (200 mL), washed with water (2×200 mL) and dried over sodium sulphate. The crude product obtained up on evaporation of the solvent was further purified by silica gel column chromatography to obtain bromo-acetic acid 4-allyl-2-methoxy-phenylester as viscous oil (550 mg, 63%).

後処理

  1. washwashed with water (2×200 mL)
  2. dry with materialdried over sodium sulphate
  3. customThe crude product obtained up on evaporation of the solvent
  4. customwas further purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-8f66dd82a7eb4d3ca06188c41d201982
出典データセット
uspto-grants-2014_09
特許番号
US08846721B2

関連ノート

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