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

HRID 33521

反応式

HRID 33521 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e9070980bb7a4af4980a657c08557dec
出典データセット
uspto-grants-2008_09
特許番号
US07429605B2

関連ノート

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