Methanol → 4-Chloro-2-Ethylphenol

HRID 2359282ノート

反応式

HRID 2359282 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8]C)=[C:4]([CH2:10][CH3:11])[CH:3]=1.B(Br)(Br)Br.CO>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([CH2:10][CH3:11])[CH:3]=1

参加物

5

反応物 3

HCID 887MethanolHCID 25134Boron tribromide2 回HCID 20592656HCID 20592656、化合物

生成物 1

HCID 293574-Chloro-2-Ethylphenol収率 58%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 4-chloro-2-ethyl-1-methoxybenzene (Preparation 5, 7.0 g, 41.0 mmol) in dichloromethane (20 mL) at 0° C. was added a 1M solution of boron tribromide in dichloromethane (20.5 mL, 20.5 mmol). After 2 hours, further boron tribromide solution (20 mL, 20.0 mmol) was added. After a further 2 hours, methanol was added and the reaction mixture concentrated in vacuo. The residue was purified by silica gel column chromatography (5%-40% ethyl acetate in heptane) to afford the title compound (3.7 g, 58%).

後処理

  1. waitAfter a further 2 hours
  2. concentrationthe reaction mixture concentrated in vacuo
  3. customThe residue was purified by silica gel column chromatography (5%-40% ethyl acetate in heptane)

出典と根拠

ORDレコード
ord-58281d64f4a04bc3b606088beb50c667
出典データセット
uspto-grants-2014_04
特許番号
US08685977B2

反応ノート

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