3,5-Dichloro-1-fluoropyridinium triflate → Methyl 5-fluoro-4-hydroxy-2-methoxybenzoate

HRID 1673

반응식

HRID 1673 반응식
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([O:12][CH3:13])[CH:3]=1.[O-]S(C(F)(F)[F:19])(=O)=O.ClC1C=[N+](F)C=C(Cl)C=1>C(Cl)Cl>[F:19][C:11]1[C:2]([OH:1])=[CH:3][C:4]([O:12][CH3:13])=[C:5]([CH:10]=1)[C:6]([O:8][CH3:9])=[O:7]

참가 물질

4

반응물 2

HCID 27245783,5-Dichloro-1-fluoropyridinium triflateHCID 12532676Methyl 4-hydroxy-2-methoxybenzoate

생성물 1

HCID 18914108Methyl 5-fluoro-4-hydroxy-2-methoxybenzoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of the methyl 4-hydroxy-2-methoxybenzoate (1 g, 5 mmol, from Step 3) in CH2Cl2 (20 mL) was added 3,5-dichloro-1-fluoropyridinium triflate (2.25 g, 6 mmol). The solution was refluxed for 48 h and then cooled to ambient temperature and stripped down under reduced pressure. The crude oil was purified by pressurized silica gel column chromatography using 99:1 CH2Cl2 :MeOH. Evaporation of the CH2Cl2 :MeOH mixture gave the desired methyl 5-fluoro-4-hydroxy-2-methoxybenzoate as a white powder.

후처리

  1. temperatureThe solution was refluxed for 48 h
  2. customThe crude oil was purified by pressurized silica gel column chromatography
  3. customEvaporation of the CH2Cl2

출처 및 근거

ORD 기록
ord-48df0370b6c1448ea65c1fd6355a24c2
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05726172

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