Tetrahydrofuran → (2-Chloropyridin-4-yl)methanol

HRID 15057

반응식

HRID 15057 반응식
O1CCCC1.[Cl:6][C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][N:15]=1)[C:10](O)=[O:11]>C(OCC)(=O)C>[Cl:6][C:7]1[CH:8]=[C:9]([CH2:10][OH:11])[CH:13]=[CH:14][N:15]=1

참가 물질

4

반응물 2

HCID 8028TetrahydrofuranHCID 2369852-Chloroisonicotinic acid

생성물 1

HCID 7062237(2-Chloropyridin-4-yl)methanol수율 908.5%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Borane-dimethyl sulfide complex (14.30 mL, 14.30 mmols) was added to tetrahydrofuran solution of 2-chloroisonicotinic acid (17.56 g, 11.5 mmols) under cooling with ice, and stirred at room temperature for 2.5 days, followed by further an hour's stirring at 50° C. Cooling the reaction liquid to room temperature, ethyl acetate was added, followed by washing with saturated aqueous ammonium chloride solution and saturated brine and drying over anhydrous sodium sulfate. Concentrating the solvent under reduced pressure, the tide compound (15.0 g, 93%) was obtained.

후처리

  1. temperatureunder cooling with ice
  2. waitfollowed by further an hour
  3. stirring's stirring at 50° C
  4. temperatureCooling
  5. customthe reaction liquid to room temperature
  6. washby washing with saturated aqueous ammonium chloride solution and saturated brine
  7. dry with materialdrying over anhydrous sodium sulfate
  8. concentrationConcentrating the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-3fa492606d864acd8a6b58ac8a2f15f7
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732456B2

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