Ethyl Acetate → 1-(3-Bromo-4,5-dimethoxyphenyl)-1-ethanol

HRID 42976

反応式

HRID 42976 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:12][CH3:13])[C:9]=1[O:10][CH3:11])[CH:5]=[O:6].C[Mg+].[Br-].[CH3:17]COC(C)=O>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]([OH:6])[CH3:17])[CH:7]=[C:8]([O:12][CH3:13])[C:9]=1[O:10][CH3:11]

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 813793-Bromo-4,5-dimethoxybenzaldehydeHCID 178418689HCID 178418689、化合物

生成物 1

HCID 151736561-(3-Bromo-4,5-dimethoxyphenyl)-1-ethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

Under nitrogen, a solution of the 3-bromo-4,5-dimethoxybenzaldehyde (2.45 g; 10 mmol) in dry THF (10 ml) was added via syringe through a septum to a cold (ice-bath) solution of MeMgBr (15 mmol; 5.0 ml of 3.0 M Et2O solution) diluted with 10 ml dry THF. After the addition, the mixture was stirred for 10 minutes at 0° C., then for 1 hour at room temperatures. TLC (Hex:EtOAc=3:1) indicated complete disappearance of the reactant and a new product spot with lower Rf (0.25 vs 0.5).

後処理

  1. additionAfter the addition
  2. waitfor 1 hour at room temperatures

出典と根拠

ORDレコード
ord-ceb391e5218e44e59e729defb587cafa
出典データセット
uspto-grants-2013_09
特許番号
US08536227B2

関連ノート

読み込み中…