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

HRID 640371노트

반응식

HRID 640371 반응식
[CH3:1][O:2][C:3]1[N:8]=[C:7]([CH2:9]O)[CH:6]=[CH:5][CH:4]=1.S(Cl)([Cl:13])=O.C(=O)([O-])O.[Na+]>ClCCl>[Cl:13][CH2:9][C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[N:8]=1

참가 물질

5

반응물 3

HCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 12325389(6-Methoxypyridin-2-yl)methanol

생성물 1

HCID 178542282-(Chloromethyl)-6-methoxypyridine수율 89.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of dichloromethane (5 mL) and the (6-methoxy-pyridin-2-yl)-methanol (105 mg, 0.75 mmol) described in Manufacturing Example 99-1-1 was added thionyl chloride (82.4 μL, 1.13 mmol), which was stirred for 30 minutes at room temperature. A saturated sodium hydrogencarbonate aqueous solution was added to this reaction mixture, which was then extracted with dichloromethane. The organic layer was separated, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (105.8 mg, 89%).

후처리

  1. extractionwas then extracted with dichloromethane
  2. customThe organic layer was separated
  3. washwashed with water and saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under a reduced pressure

출처 및 근거

ORD 기록
ord-812a847f19614cfd9ba1121a5f2b675b
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691882B2

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