Water → 1-(Cyclopropylmethyl)piperidin-4-ol

HRID 901101

反応式

HRID 901101 の反応式
[CH:1]1([CH2:4][N:5]2[CH2:10][CH2:9][C:8](=[O:11])[CH2:7][CH2:6]2)[CH2:3][CH2:2]1.[BH4-].[Na+].O.[OH-].[Na+]>C(O)C.ClCCl>[CH:1]1([CH2:4][N:5]2[CH2:10][CH2:9][CH:8]([OH:11])[CH2:7][CH2:6]2)[CH2:2][CH2:3]1

参加物

7

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 180021811-(Cyclopropylmethyl)piperidin-4-one

生成物 1

HCID 214287521-(Cyclopropylmethyl)piperidin-4-ol収率 51.5%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6344Dichloromethane溶媒

実験手順

To a cold (0° C.) solution of 1-cyclopropylmethyl-piperidin-4-one (314 mg, 2 mmol, 1.0 eq.) in ethanol (4 mL) was added sodium borohydride (61 mg, 2 mmol, 0.75 eq.). The reaction mixture was stirred 16 h at room temperature. Water, sodium hydroxide and dichloromethane were added and the reaction mixture was stirred 2 h at room temperature. The aqueous layer was extracted with dichloromethane and the combined organic phases were dried over sodium sulfate, filtered then concentrated to dryness in vacuo to yield 160 mg (50%) of the tide compound as colorless oil, witch was used in the next step without further purification. MS (m/e): 156.3 (MH+, 100%).

後処理

  1. stirringthe reaction mixture was stirred 2 h at room temperature
  2. extractionThe aqueous layer was extracted with dichloromethane
  3. dry with materialthe combined organic phases were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationthen concentrated to dryness in vacuo

出典と根拠

ORDレコード
ord-e5dc8ef68c4e4b3b899fcdc442eaa797
出典データセット
uspto-grants-2008_04
特許番号
US07361682B2

関連ノート

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