Water → 3-(2-Mercaptobenzyl)phenol

HRID 1158205ノート

反応式

HRID 1158205 の反応式
C[O:2][C:3]1[CH:4]=[C:5]([CH:14]=[CH:15][CH:16]=1)[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[SH:13].[Al+3].[Cl-].[Cl-].[Cl-].[Li]CCCC.O>CCCCCC.C(OCC)(=O)C>[SH:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[CH2:6][C:5]1[CH:4]=[C:3]([OH:2])[CH:16]=[CH:15][CH:14]=1

参加物

6

反応物 4

HCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 686436202-(3-Methoxybenzyl)benzenethiolHCID 178418339Butyllithium

生成物 1

HCID 686436703-(2-Mercaptobenzyl)phenol収率 40%

試薬・触媒・溶媒 1

HCID 21226206Ethyl acetate hexane溶媒

実験手順

To a mixture of 0.61 g 2-(3-methoxybenzyl)benzenethiol (L) (2.65 mmol) and 1.94 g AlCl3 was added slowly 1.2 eq n-BuLi. The reaction was stirred overnight before 30 ml water was added. The mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine and dried over magnesium sulfate. The volatiles were removed by distillation under nitrogen. Flash silica chromatography (hexane:ethyl acetate 80:20) afforded 0.23 g product (1.06 mmol, 40% yield).

後処理

  1. additionwas added
  2. extractionThe mixture was extracted with ethyl acetate
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customThe volatiles were removed by distillation under nitrogen

出典と根拠

ORDレコード
ord-794da3aaddb341de877164d1e1c9cd4f
出典データセット
uspto-grants-2010_10
特許番号
US07807713B2

反応ノート

読み込み中…