Trifluoroacetic acid → 2,5-Dichloro-4-fluorophenol

HRID 252163

반응식

HRID 252163 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[F:8].FC(F)(F)C(O)=O.[Cl:17]N1C(=O)CCC1=O>C(#N)C>[Cl:1][C:2]1[CH:3]=[C:4]([OH:9])[C:5]([Cl:17])=[CH:6][C:7]=1[F:8].[Cl:17][C:3]1[C:2]([Cl:1])=[C:7]([F:8])[CH:6]=[CH:5][C:4]=1[OH:9]

참가 물질

6

반응물 3

HCID 6422Trifluoroacetic acidHCID 31398ChlorosuccinimideHCID 757903-Chloro-4-fluorophenol

생성물 2

HCID 35357602,5-Dichloro-4-fluorophenol수율 42%HCID 53414207HCID 53414207, 화합물수율 25%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

3-Chloro-4-fluorophenol (500 mg, 3.4 mmol) was dissolved in acetonitrile (25 mL) and trifluoroacetic acid (500 mL) was added, followed by addition of N-chlorosuccinimide (456 mg, 3.4 mmol). The reaction was stirred at ambient temperature for 3 days and the volatiles were then removed in vacuo. The crude product was purified by chromatography on silica gel with EtOAc:isohexane (1:19, v/v) as eluent to afford of 3,6-dichloro-4-fluorophenol (261 mg, 1.4 mmol, 42%) and 2,3-dichloro-4-fluorophenol (153 mg, 0.8 mmol, 25%).

후처리

  1. customthe volatiles were then removed in vacuo
  2. customThe crude product was purified by chromatography on silica gel with EtOAc:isohexane (1:19

출처 및 근거

ORD 기록
ord-cc3e2e9c40884568883490e677e959b9
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868017B2

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