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

HRID 252163

反応式

HRID 252163 の反応式
[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]

参加物

6

反応物 3

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

生成物 2

HCID 35357602,5-Dichloro-4-fluorophenol収率 42%HCID 53414207HCID 53414207、化合物収率 25%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-cc3e2e9c40884568883490e677e959b9
出典データセット
uspto-grants-2011_01
特許番号
US07868017B2

関連ノート

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