Thionyl Chloride → 4-(2-Chloroethyl)phenyl methyl ether

HRID 53101

反応式

HRID 53101 の反応式
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([CH2:7][CH2:8]O)=[CH:5][CH:4]=1.S(Cl)([Cl:14])=O>ClCCl.[Cl-].[Na+].O>[Cl:14][CH2:8][CH2:7][C:6]1[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1

参加物

5

反応物 2

HCID 24386Thionyl ChlorideHCID 697054-Methoxyphenethyl alcohol

生成物 1

HCID 875134-(2-Chloroethyl)phenyl methyl ether収率 51%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

4-methoxy-phenethyl alcohol (15.2 g, 10 mmol) were dissolved in 200 ml of dichloromethane and at 0° C., 7.35 ml of thionyl chloride were added. The reaction mixture was allowed to warm to room temperature over 1/2 hour. After stirring for 20 hours, the mixture was added to brine and extracted with dichloromethane. The dichloromethane was evaporated to obtain an oil which was chromatographed on silica gel using a mixture of 30% ethyl acetate/hexane as the eluent to obtain 8.8 g (51%) of the title product.

後処理

  1. extractionextracted with dichloromethane
  2. customThe dichloromethane was evaporated
  3. customto obtain an oil which
  4. customwas chromatographed on silica gel using
  5. additiona mixture of 30% ethyl acetate/hexane as the eluent

出典と根拠

ORDレコード
ord-3108fabd02d34a17998757fd77927f83
出典データセット
uspto-grants-1997_04
特許番号
US05618793

関連ノート

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