Aluminium lithium hydride → 4-(4-Bromophenyl)-4-(4-chlorophenyl)-1-methylpiperidine

HRID 924708노트

반응식

HRID 924708 반응식
C(O[C:4]([N:6]1[CH2:11][CH2:10][C:9]([C:19]2[CH:24]=[CH:23][C:22]([Br:25])=[CH:21][CH:20]=2)([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[Br:25][C:22]1[CH:23]=[CH:24][C:19]([C:9]2([C:12]3[CH:13]=[CH:14][C:15]([Cl:18])=[CH:16][CH:17]=3)[CH2:10][CH2:11][N:6]([CH3:4])[CH2:7][CH2:8]2)=[CH:20][CH:21]=1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 59331961HCID 59331961, 화합물

생성물 1

HCID 576913994-(4-Bromophenyl)-4-(4-chlorophenyl)-1-methylpiperidine수율 100.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Under a nitrogen atmosphere 4-(4-Bromo-phenyl)-4-(4-chloro-phenyl)-piperidine-1-carboxylic acid ethyl ester (0.28 g, 0.66 mmol) and lithium aluminum hydride (0.051 g) were suspended in tetrahydrofuran (5 ml) and stirred for 2 hours. The reaction mixture was quenched with addition of water, solvent removed under reduced pressure, the residue was partitioned between ethyl acetate and 2N NaOH. The organic layer was washed with brine, dried (MgSO4), filtered and concentrated to afford the desired product (0.241 g, 99% yield). LC/MS: (PS-B3) Rt 3.78 [M+H]+ 363.95, 365.73.

후처리

  1. customThe reaction mixture was quenched with addition of water, solvent
  2. customremoved under reduced pressure
  3. customthe residue was partitioned between ethyl acetate and 2N NaOH
  4. washThe organic layer was washed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-11e89b241f914f9db9a223b73cbd140c
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09283226B2

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