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

HRID 53101

반응식

HRID 53101 반응식
[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

참가 물질

5

반응물 2

HCID 24386Thionyl ChlorideHCID 697054-Methoxyphenethyl alcohol

생성물 1

HCID 875134-(2-Chloroethyl)phenyl methyl ether수율 51%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 57417360Sodium chloride; water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3108fabd02d34a17998757fd77927f83
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05618793

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