Sodium Bisulfate → 2-Chloro-3-(trifluoromethyl)benzyl alcohol

HRID 397829노트

반응식

HRID 397829 반응식
[BH4-].[Na+].[Cl:3][C:4]1[C:11]([C:12]([F:15])([F:14])[F:13])=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=[O:7].S([O-])(O)(=O)=O.[Na+]>C(Cl)Cl.CC(O)C.O>[Cl:3][C:4]1[C:11]([C:12]([F:14])([F:15])[F:13])=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][OH:7]

참가 물질

7

반응물 3

HCID 516919Sodium BisulfateHCID 27366722-Chloro-3-(trifluoromethyl)benzaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 27781082-Chloro-3-(trifluoromethyl)benzyl alcohol수율 92.9%

시약·촉매·용매 3

HCID 962Water용매HCID 3776Isopropanol용매HCID 6344Dichloromethane용매2회

실험 절차

Sodium borohydride (2.54 g, 67.1 mmol) was added to a solution of 2-chloro-3-(trifluoromethyl)benzaldehyde (purchased at Interchim, cat. # 21117, 10.0 g, 47.9 mmol) in a mixture of DCM (40 ml) and 2-propanol (20 ml), while the mixture was cooled with a water bath. The reaction mixture was stirred for 16 hours at room temperature. At 0° C., a 10% aqueous solution of sodium hydrogensulphate (20 ml) was added dropwise. The reaction mixture was diluted with DCM (100 ml) and water (100 ml). The phases were separated. The organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate (100 ml) and dried over magnesium sulphate. The solvent was removed in vacuo to give 9.37 g of crude (2-chloro-3-(trifluoromethyl)phenyl)methanol, which was used for the next step without further purification.

후처리

  1. temperaturewas cooled with a water bath
  2. customThe phases were separated
  3. washThe organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate (100 ml)
  4. dry with materialdried over magnesium sulphate
  5. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-3eca8dfac2d24514a271c24ebfa8e05f
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06610721B2

반응 노트

불러오는 중…