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

HRID 33528노트

반응식

HRID 33528 반응식
C[O:2][C:3](=O)[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=2)[CH:7]=[N:6][CH:5]=1.[BH4-].[Na+]>C(O)C>[F:20][C:17]([F:18])([F:19])[O:16][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 580025915-(4-Trifluoromethoxy-phenyl)-nicotinic acid methyl ester

생성물 1

HCID 24729847(5-(4-(Trifluoromethoxy)phenyl)pyridin-3-yl)methanol수율 33.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 535 mg (1.76 mmol) 5-(4-Trifluoromethoxy-phenyl)-nicotinic acid methyl ester in 16 ml Ethanol was treated at room temperature (r. t.) with 67 mg (1.76 mmol) of sodium borohydride. The mixture was stirred for 4 h. at r. t., then two days at 80° C. The mixture 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 159 mg (33%) of [5-(4-Trifluoromethoxy-phenyl)-pyridin-3-yl]-methanol.

후처리

  1. customtwo days
  2. customat 80° C
  3. additionThe mixture was poured on ice
  4. extractionextracted tree times with ethyl acetate
  5. washThe combined organic phases were washed with water
  6. dry with materialdried (sodium sulphate)
  7. customevaporated

출처 및 근거

ORD 기록
ord-d96599b542d2457c84ac0aa46c7c899b
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429605B2

반응 노트

불러오는 중…