Thionyl Chloride → 1-Allyloxy-3-fluoro-4-chloromethyl-benzene

HRID 2113890ノート

反応式

HRID 2113890 の反応式
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11]O)=[C:7]([F:13])[CH:6]=1)[CH:2]=[CH2:3].S(Cl)([Cl:16])=O>ClCCl.CN(C=O)C>[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][Cl:16])=[C:7]([F:13])[CH:6]=1)[CH:2]=[CH2:3]

参加物

5

反応物 2

HCID 24386Thionyl ChlorideHCID 69292836(4-Allyloxy-2-fluoro-phenyl)-methanol

生成物 1

HCID 692933781-Allyloxy-3-fluoro-4-chloromethyl-benzene収率 97%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 4.20 g (23.1 mmol) (4-allyloxy-2-fluoro-phenyl)-methanol in 80 ml dichloro-methane and 0.5 ml DMF was cooled to 0° C. 2.17 ml (3.57 g, 30.0 mmol) thionyl chloride were added slowly and then stirred for 1 h at room temperature. Dichloromethane was distilled off. The residue was taken up in 100 ml ethyl acetate and washed with concentrated sodium carbonate solution. The organic phase was dried and evaporated to give 4.47 g (97%) 1-allyloxy-3-fluoro-4-chloromethyl-benzene as colored oil.

後処理

  1. distillationDichloromethane was distilled off
  2. washwashed with concentrated sodium carbonate solution
  3. customThe organic phase was dried
  4. customevaporated

出典と根拠

ORDレコード
ord-3e1914b6e5b347aab30dda1f8f095043
出典データセット
uspto-grants-2008_10
特許番号
US07432291B2

反応ノート

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