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Aluminium lithium hydride → 2-(1-(4-Bromophenyl) piperidin-4-yloxy)ethanol

HRID 57593
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HRID 57593 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][CH:11]([O:14][CH2:15][C:16](OC(C)(C)C)=[O:17])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:9][CH2:10][CH:11]([O:14][CH2:15][CH2:16][OH:17])[CH2:12][CH2:13]2)=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 86717376Tert-butyl 2-(1-(4-bromophenyl)piperidin-4-yloxy)acetate

생성물 1

HCID 710936842-(1-(4-Bromophenyl) piperidin-4-yloxy)ethanol수율 86.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of tert-butyl 2-(1-(4-bromophenyl)piperidin-4-yloxy)acetate (3.08 g, 8.3 mmol) in THF (20 mL) at −10° C. under nitrogen was added lithium aluminum hydride (0.57 g, 15 mmol). After 2 hours, the reaction mixture was quenched by sequential addition of water (0.6 mL), 15 percent aqueous sodium hydroxide solution (1.8 mL) and water (0.6 mL). The resulting mixture was filtered and concentrated under vacuum to provide the crude 2-(1-(4-bromophenyl) piperidin-4-yloxy)ethanol 2.16 g. MS (m/z): 302 (M+2)+

후처리

  1. customthe reaction mixture was quenched by sequential addition of water (0.6 mL), 15 percent aqueous sodium hydroxide solution (1.8 mL) and water (0.6 mL)
  2. filtrationThe resulting mixture was filtered
  3. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-fd663e3cf4264f3d9e23bd65e43f9796
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09434726B2

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