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

HRID 901101

반응식

HRID 901101 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 214287521-(Cyclopropylmethyl)piperidin-4-ol수율 51.5%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-e5dc8ef68c4e4b3b899fcdc442eaa797
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07361682B2

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