Sodium borohydride → (5-(3-Chlorophenyl)pyridin-3-yl)methanol

HRID 33541노트

반응식

HRID 33541 반응식
C[O:2][C:3](=O)[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[CH:11]=2)[CH:7]=[N:6][CH:5]=1.[BH4-].[Na+]>C(O)C>[Cl:16][C:12]1[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][CH:13]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 20099850Methyl 5-(3-chlorophenyl)nicotinate

생성물 1

HCID 24729846(5-(3-Chlorophenyl)pyridin-3-yl)methanol수율 29.4%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
50 °C

실험 절차

A solution of 1.0 g (4.04 mmol) 5-(3-Chloro-phenyl)-nicotinic acid methyl ester in 60.0 ml Ethanol was treated at room temperature (r. t.) with 304 mg (80.7 mmol) of sodium borohydride. The mixture was stirred over night 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/n-heptane 1:1) gave 261 mg (26%) of [5-(3-Chloro-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-f2455bc280594cd2a7a7ddd2238e694e
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429605B2

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