Aluminum(III) Chloride → 1-(2-Sulfanylphenyl)ethan-1-one

HRID 539953노트

반응식

HRID 539953 반응식
[Cl-].[Al+3].[Cl-].[Cl-].C([S:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19](=[O:21])[CH3:20])C1C=CC=CC=1>C1C=CC=CC=1>[SH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19](=[O:21])[CH3:20]

참가 물질

4

반응물 2

HCID 6451240Aluminum(III) ChlorideHCID 128532331-[2-(Benzylsulfanyl)phenyl]ethan-1-one

생성물 1

HCID 110948191-(2-Sulfanylphenyl)ethan-1-one수율 86.4%

시약·촉매·용매 1

HCID 241Benzene용매2회

실험 절차

To a stirred suspension of aluminium chloride (10.50 g, 78.8 mmol) in dry benzene (200 mL) was added a solution of 1-[2-(benzylsulfanyl)phenyl]ethan-1-one (11.93 g, 49.2 mmol) in dry benzene (100 mL) dropwise in an ice bath under argon atmosphere. After the reaction mixture being stirred at room temperature overnight, the reaction was quenched by the cautious addition of ice-water. The separated organic layer was washed with water and extracted with 5% aqueous solution of sodium hydroxide (300 mL). The aqueous layer was acidified to about pH 3 with concentrated hydrochloric acid (12 N) and extracted with dichloromethane (300 mL×3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, concentrated in vacuo to afford 6.47 g of the crude product 1-(2-sulfanylphenyl)ethanone.

후처리

  1. customthe reaction was quenched by the cautious addition of ice-water
  2. washThe separated organic layer was washed with water
  3. extractionextracted with 5% aqueous solution of sodium hydroxide (300 mL)
  4. extractionextracted with dichloromethane (300 mL×3)
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-22529d6688fa468788effeec0c2b8099
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871756B2

반응 노트

불러오는 중…