Water → 3-(2-Mercaptobenzyl)phenol

HRID 1158205노트

반응식

HRID 1158205 반응식
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

참가 물질

6

반응물 4

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

생성물 1

HCID 686436703-(2-Mercaptobenzyl)phenol수율 40%

시약·촉매·용매 1

HCID 21226206Ethyl acetate hexane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-794da3aaddb341de877164d1e1c9cd4f
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07807713B2

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