3,5-Dibromostyrene → 3,5-Dibromoethylbenzene

HRID 1822316노트

반응식

HRID 1822316 반응식
[Br:1][C:2]1[CH:7]=[C:6]([CH:8]=[CH2:9])[CH:5]=[C:4]([Br:10])[CH:3]=1>C1COCC1.[OH-].[OH-].[Pd+2]>[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[CH:5]=[C:4]([Br:10])[CH:3]=1

참가 물질

4

반응물 1

HCID 186903433,5-Dibromostyrene

생성물 1

HCID 187118073,5-Dibromoethylbenzene수율 74%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 1,3-dibromo-5-vinyl-benzene (4.55 g, 17.4 mmol) and 20% Pd(OH)2/C (2.0 g) in THF (60 mL) is purged with N2 and then H2, and the mixture is stirred under a H2 balloon at rt for 5 hours. The mixture is filtered through hyflo, and the solvent is removed in vacuo to afford crude product that is absorbed on silica gel and purified by flash chromatography using 15/1 hexanes/ethyl acetate to afford 3.38 g (74%) of the title compound. Rf=0.63 (9/1 hexanes/EtOAc). 1H NMR (400 MHz, CDCl3).

후처리

  1. customis purged with N2
  2. filtrationThe mixture is filtered through hyflo
  3. customthe solvent is removed in vacuo
  4. customto afford crude product that
  5. customis absorbed on silica gel
  6. custompurified by flash chromatography

출처 및 근거

ORD 기록
ord-f6d75667a6c5418683af7cfd0c660276
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07608639B2

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