Sodium borohydride → (5-(4-(Trifluoromethyl)phenyl)pyridin-3-yl)methanol

HRID 33521

반응식

HRID 33521 반응식
C[O:2][C:3](=O)[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[CH:7]=[N:6][CH:5]=1.[BH4-].[Na+]>C(O)C>[F:18][C:16]([F:17])([F:19])[C:13]1[CH:12]=[CH:11][C:10]([C:8]2[CH:9]=[C:4]([CH2:3][OH:2])[CH:5]=[N:6][CH:7]=2)=[CH:15][CH:14]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 20099855Methyl 5-(4-(trifluoromethyl)phenyl)nicotinate

생성물 1

HCID 1519486(5-(4-(Trifluoromethyl)phenyl)pyridin-3-yl)methanol수율 65.8%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
50 °C

실험 절차

A solution of 335 mg (1.17 mmol) 5-(4-Trifluoromethyl-phenyl)-nicotinic acid methyl ester in 10.0 ml ethanol was treated at room temperature (r. t.) with 44 mg (1.17 mmol) of sodium borohydride. The mixture stirred two days at 50° C. Then it was poured on ice and extracted tree times with ethyl acetate. The combined organic phases were washed with water, dried (sodium sulphate) and evaporated. Chromatography on silica (eluent: ethyl acetate/methanol 5:1) gave 195 mg (64%) of [5-(4-Trifluoromethyl-phenyl)-pyridin-3-yl]-methanol.

후처리

  1. additionThen it was poured on ice
  2. extractionextracted tree times with ethyl acetate
  3. washThe combined organic phases were washed with water
  4. dry with materialdried (sodium sulphate)
  5. customevaporated

출처 및 근거

ORD 기록
ord-e9070980bb7a4af4980a657c08557dec
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429605B2

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