3'-(Trifluoromethylthio)acetophenone → HCID 59506285、化合物

HRID 1098756ノート

反応式

HRID 1098756 の反応式
[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]

参加物

6

反応物 2

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

生成物 1

HCID 59506285HCID 59506285、化合物収率 44%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e032b30bfad946b0b2dd8cf22f063ac6
出典データセット
uspto-grants-2012_03
特許番号
US08143242B2

反応ノート

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