3'-(Trifluoromethylthio)acetophenone → HCID 59506285, 화합물

HRID 1098756노트

반응식

HRID 1098756 반응식
[F:1][C:2]([S:5][C:6]1[CH:7]=[C:8]([C:12](=[O:14])[CH3:13])[CH:9]=[CH:10][CH:11]=1)([F:4])[F:3].[OH:15]OS([O-])=O.[K+]>CO.C1COCC1.O>[F:1][C:2]([F:4])([F:3])[S:5]([C:6]1[CH:7]=[C:8]([C:12](=[O:14])[CH3:13])[CH:9]=[CH:10][CH:11]=1)=[O:15]

참가 물질

6

반응물 2

HCID 27778383'-(Trifluoromethylthio)acetophenoneHCID 23707502Potassium hydroxy sulfite

생성물 1

HCID 59506285HCID 59506285, 화합물수율 44%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a solution of 1-(3-trifluoromethylsulfanyl-phenyl)ethanone (1.4 g, 6.36 mmol) in methanol (30 ml) and THF (30 ml) a solution of oxone, monopersulfate compound (10.94 g, 17.8 mmol) in water (50 ml) was added dropwise over a period of 10 min. The reaction mixture was stirred at 60° C. for 3 days. The organic solvent was removed in vacuo and the aqueous phase was extracted with dichloromethane. Evaporation of the combined organic layers and purification of the crude product by silica gel chromatography using ethyl acetate/n-heptane gave the desired product (0.66 g, 44%). 1-(3-Trifluoromethanesulfonyl-phenyl)ethanone (190 mg, 12%) was obtained as a side product which was used for the synthesis of example 77.

후처리

  1. customThe organic solvent was removed in vacuo
  2. extractionthe aqueous phase was extracted with dichloromethane
  3. customEvaporation of the combined organic layers and purification of the crude product by silica gel chromatography

출처 및 근거

ORD 기록
ord-e032b30bfad946b0b2dd8cf22f063ac6
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143242B2

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