Aluminium lithium hydride → [1-Benzyl-4-(2-fluorobenzyl)piperidin-4-yl)methanol

HRID 270043노트

반응식

HRID 270043 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[F:26])([C:14](OCC)=[O:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([CH2:14][OH:15])([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[F:26])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 59833634Ethyl 1-benzyl-4-(2-fluorobenzyl)piperidine-4-carboxylate

생성물 1

HCID 68961767[1-Benzyl-4-(2-fluorobenzyl)piperidin-4-yl)methanol수율 61.4%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A stirred solution of ethyl 1-benzyl-4-(2-fluorobenzyl)piperidine-4-carboxylate (1.85 g, 5.2 mmol) in diethyl ether was cooled on ice/sodium chloride. Lithium aluminium hydride (5.8 mL, 1.0 M in diethyl ether) was added drop wise. After stirring at room temperature for 2 hrs the mixture was re-cooled on ice, quenched with water/sodium hydroxide (10%) and stirred at room temperature for 1 hrs. The solids were filtered off, and the organic layer was dried over disodium sulphate, filtrated and concentrated. The crude material was purified on silica (dichloromethane/ethanol) to give 1.0 g (61%) the subtitle compound.

후처리

  1. temperaturewas re-cooled on ice
  2. customquenched with water/sodium hydroxide (10%)
  3. stirringstirred at room temperature for 1 hrs
  4. filtrationThe solids were filtered off
  5. dry with materialthe organic layer was dried over disodium sulphate
  6. filtrationfiltrated
  7. concentrationconcentrated
  8. customThe crude material was purified on silica (dichloromethane/ethanol)

출처 및 근거

ORD 기록
ord-18c3dc96c2444d1c8907860676f650a2
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07449475B2

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