Water → 1-Bromo-3-cyclopropylthiobenzene

HRID 70580

반응식

HRID 70580 반응식
[CH3:1][C:2]([CH3:5])([O-])C.[K+].C1(Br)CC1.[Br:11][C:12]1[CH:13]=[C:14]([SH:18])[CH:15]=[CH:16][CH:17]=1.O>CS(C)=O>[Br:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([S:18][CH:5]2[CH2:2][CH2:1]2)[CH:13]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 78037BromocyclopropaneHCID 80597m-BromobenzenethiolHCID 23665647Potassium tert-butoxide

생성물 1

HCID 532169791-Bromo-3-cyclopropylthiobenzene수율 23%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
80 °C

실험 절차

Potassium t-butoxide (4 g) and cyclopropyl bromide (7.6 mL) were added to a solution of 3-bromothiophenol (6 g) in dimethyl sulfoxide (30 mL), and the mixture was stirred at 80° C. for five hours. The reaction solution was poured into water, followed by extraction with ethyl acetate. The organic layer was sequentially washed with water and brine, dried over sodium sulfate and filtered, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→7:3) to give the title compound as a light yellow oil (1.6 g, 23%).

후처리

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was sequentially washed with water and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customafter which the solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→7:3)

출처 및 근거

ORD 기록
ord-a19d8c44d44b4ffb8dec7cb54f0906e5
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822503B2

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