Aluminium lithium hydride → [1-(4-Methoxy-phenyl)-piperidin-4-yl]-(3-phenyl-propyl)-amine

HRID 634778Notes

Reaction equation

HRID 634778 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][CH:12]([NH:15][C:16](=O)[CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:10][CH2:11][CH:12]([NH:15][CH2:16][CH2:17][CH2:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:13][CH2:14]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 21260533N-[1-(4-methoxy-phenyl)-piperidin-4-yl]-3-phenyl-propionamide

Product 1

HCID 21260562[1-(4-Methoxy-phenyl)-piperidin-4-yl]-(3-phenyl-propyl)-amineYield 91.4%

Procedure

Following the general procedure of example 40b, N-[1-(4-methoxy-phenyl)-piperidin-4-yl]-3-phenyl-propionamide (1.87 g, 5.53 mmol) was reduced with LiAlH4 to give [1-(4-methoxy-phenyl)-piperidin-4-yl]-(3-phenyl-propyl)-amine (1.64 g, 91%, MS: m/e=325.4 (M+H+)) as a white solid.

Sources & evidence

ORD record
ord-780e230ef8a74c398646c18afddb9408
Source dataset
uspto-grants-2001_02
Patent number
US06184236B2

Reaction notes

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