Sodium borohydride → (6-(4-(Trifluoromethoxy)phenyl)pyridin-3-YL)methanol

HRID 890452ノート

反応式

HRID 890452 の反応式
[F:1][C:2]([F:19])([F:18])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:15]=[CH:14][C:13]([CH:16]=[O:17])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1.[BH4-].[Na+]>CCO>[F:19][C:2]([F:1])([F:18])[O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:15]=[CH:14][C:13]([CH2:16][OH:17])=[CH:12][CH:11]=2)=[CH:8][CH:9]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 219356276-[4-(Trifluoromethoxy)phenyl]-3-pyridinecarbaldehyde

生成物 1

HCID 21935933(6-(4-(Trifluoromethoxy)phenyl)pyridin-3-YL)methanol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

6-(4-Trifluoromethoxy-phenyl)-pyridine-3-carbaldehyde (2.0 g, 7.48 mmol) was dissolved in EtOH (37 ml) and treated at 0° C. with NaBH4 (0.28 g, 7.48 mmol). After 10 min the cooling bath was removed and stirring was continued at ambient temperature. Pouring onto crashed ice, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents afforded 2.08 g (7.7 mmol, quant.) of the title compound as off-white solid of mp. 57–58° C.

後処理

  1. customAfter 10 min the cooling bath was removed
  2. customwas continued at ambient temperature
  3. additionPouring
  4. extractionice, twofold extraction with AcOEt
  5. washwashing with water
  6. dry with materialdrying over sodium sulfate, and evaporation of the solvents

出典と根拠

ORDレコード
ord-7bc585eb9922453aa15e6d53fae9c526
出典データセット
uspto-grants-2006_02
特許番号
US06995263B2

反応ノート

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