Lithium Hydroxide → Lithium 4-{[1-(3,4-dichlorobenzyl)-4-piperidinyl]amino}-4-oxobutanoate

HRID 1070498Notes

Reaction equation

HRID 1070498 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][C:23]=1[Cl:24])[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([NH:12][C:13](=[O:20])[CH2:14][CH2:15][C:16]([O:18]C)=[O:17])[CH2:8][CH2:7]1.[OH-].[Li+:26]>CO.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:21]=[CH:22][C:23]=1[Cl:24])[CH2:5][N:6]1[CH2:7][CH2:8][CH:9]([NH:12][C:13](=[O:20])[CH2:14][CH2:15][C:16]([O-:18])=[O:17])[CH2:10][CH2:11]1.[Li+:26]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 22396186Methyl 4-{[1-(3,4-dichlorobenzyl)-4-piperidinyl]amino}-4-oxobutanoate

Product 1

HCID 23689283Lithium 4-{[1-(3,4-dichlorobenzyl)-4-piperidinyl]amino}-4-oxobutanoateYield 96.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 4-{[1-(3,4-dichlorobenzyl)-4-piperidinyl]amino}-4-oxobutanoate (3.72 g) in methanol (30 ml) was added lithium hydroxide (0.41 g) in water (10 ml) which was stirred under nitrogen for 48 hours. The solvent was removed under reduced pressure, the residue was triturated with ether and filtered to leave lithium 4-{[1-(3,4-dichlorobenzyl)-4-piperidinyl]amino}-4-oxobutanoate (3.50 g).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was triturated with ether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-48fcba7667c54c0692e89fad0d5e2871
Source dataset
uspto-grants-2005_06
Patent number
US06903085B1

Reaction notes

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