Propionyl chloride → 4-(3-Bromopropylthio)phenylpropan-1-one

HRID 1722837노트

반응식

HRID 1722837 반응식
[Br:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:12](Cl)(=[O:15])[CH2:13][CH3:14].[Cl-].[Al+3].[Cl-].[Cl-]>ClCCl>[Br:1][CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:15])[CH2:13][CH3:14])=[CH:8][CH:7]=1

참가 물질

5

반응물 3

HCID 62324Propionyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 70618473-Bromopropyl phenyl sulfide

생성물 1

HCID 146502814-(3-Bromopropylthio)phenylpropan-1-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of thioether from Example 1, (460 g, 2 moles) and propionyl chloride (202 g, 2.2 moles) in dichloromethane (8 L) at -15° C. was added in portions of approximately 30 g over 1 hour, aluminum chloride (320 g, 2.4 moles). After two hours at -15° C. the reaction mixture was quenched with ice until it became colorless. 1N HCl (2 L) was added and the reaction mixture was stirred until two clear phases were obtained (approximately 30 minutes). The organic layer was siphoned off and dried (Na2SO4). Evaporation afforded an oil which crystallized upon addition of hexane (2 L) and cooling in ice water bath; yield 470 g, m.p. 40°-41° C.

후처리

  1. customAfter two hours at -15° C. the reaction mixture was quenched with ice until it
  2. addition1N HCl (2 L) was added
  3. customwere obtained (approximately 30 minutes)
  4. dry with materialdried (Na2SO4)
  5. customEvaporation
  6. customafforded an oil which
  7. customcrystallized upon addition of hexane (2 L)
  8. temperaturecooling in ice water bath

출처 및 근거

ORD 기록
ord-9c0f3f7046344989b041d75962298cf3
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04857659

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