Thionyl Chloride → 2-(Chloromethyl)-6-methylpyridine

HRID 77820

반응식

HRID 77820 반응식
[CH3:1][C:2]1[N:7]=[C:6]([CH2:8]O)[CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:12])=O>C(Cl)Cl>[Cl:12][CH2:8][C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 707366-Methyl-2-pyridylmethanol

생성물 1

HCID 765462-(Chloromethyl)-6-methylpyridine수율 85.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of (6-methyl-pyridin-2-yl)-methanol (1.44 g, 11.7 mmol), thionyl chloride (1.45 mL, 19.9 mmol) and methylene chloride (20 mL) was stirred under reflux for 40 minutes. The reaction solution was cooled to room temperature and then concentrated under a reduced pressure. The residue was partitioned into sodium bicarbonate solution and diethyl ether. The organic layer was concentrated under a reduced pressure, and the residue was purified by silica gel chromatography (ethyl acetate) to obtain the title compound (1.42 g, 85.8%).

후처리

  1. temperatureunder reflux for 40 minutes
  2. concentrationconcentrated under a reduced pressure
  3. customThe residue was partitioned into sodium bicarbonate solution and diethyl ether
  4. concentrationThe organic layer was concentrated under a reduced pressure
  5. customthe residue was purified by silica gel chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-78e6bd01107849bd8231580d44d84968
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841327B2

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