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

HRID 33528ノート

反応式

HRID 33528 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]([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

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 580025915-(4-Trifluoromethoxy-phenyl)-nicotinic acid methyl ester

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d96599b542d2457c84ac0aa46c7c899b
出典データセット
uspto-grants-2008_09
特許番号
US07429605B2

反応ノート

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