Diphenyl sulfide → 4-Chloro-2-(difluoromethoxy)phenol

HRID 2359304ノート

反応式

HRID 2359304 の反応式
[F:1][CH:2]([F:11])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10].[Cl-].[Cl-].[Cl-].[Al+3].S(C1C=CC=CC=1)C1C=CC=CC=1.S(Cl)([Cl:32])(=O)=O>ClCCl>[Cl:32][C:8]1[CH:7]=[CH:6][C:5]([OH:10])=[C:4]([O:3][CH:2]([F:11])[F:1])[CH:9]=1

参加物

6

反応物 4

HCID 8766Diphenyl sulfideHCID 24648Sulfuryl chlorideHCID 27741212-(Difluoromethoxy)phenolHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 600510324-Chloro-2-(difluoromethoxy)phenol

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To an ice cold suspension of 2-(difluoromethoxy)phenol (6.54 g, 0.00408 mol), aluminum trichloride (0.0544 g, 0.000408 mol) and 1,1′-thiodibenzene (0.068 mL, 0.000408 mol) was added sulfuryl dichloride (3.61 mL, 0.0449 mmol) dropwise. The reaction was allowed to warm to room temperature and stirred for 16 hours. The reaction was diluted in dichloromethane (10.0 mL) and purified using silica gel column chromatography eluting with 0-20% EtOAc in heptane. The title compound was isolated as a colourless oil (2.33 g, 0.01195 mol, 29%).

後処理

  1. custompurified
  2. washeluting with 0-20% EtOAc in heptane

出典と根拠

ORDレコード
ord-d39ec5b0deb14b79b960b8f2276bf427
出典データセット
uspto-grants-2014_04
特許番号
US08685977B2

反応ノート

読み込み中…