Lithium Hydroxide → 4-[4-(4-Tert-butylphenyl)-piperazin-1-yl]-butyric acid lithium salt

HRID 511203Notes

Reaction equation

HRID 511203 reaction equation
C([O:3][C:4](=[O:24])[CH2:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)C.[OH-].[Li+:26].C(#N)C>O1CCCC1>[Li+:26].[C:20]([C:17]1[CH:16]=[CH:15][C:14]([N:11]2[CH2:10][CH2:9][N:8]([CH2:7][CH2:6][CH2:5][C:4]([O-:24])=[O:3])[CH2:13][CH2:12]2)=[CH:19][CH:18]=1)([CH3:23])([CH3:21])[CH3:22]

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 6342AcetonitrileHCID 585764584-[4-(4-Tert-butyl-phenyl)-piperazin-1-yl]-butyric acid ethyl ester

Product 1

HCID 585763684-[4-(4-Tert-butylphenyl)-piperazin-1-yl]-butyric acid lithium saltYield 189.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 4-[4-(4-tert-butyl-phenyl)-piperazin-1-yl]-butyric acid ethyl ester (1.41 g; 4.24 mmol, prepared in accordance with Example 166) is added a solution of lithium hydroxide (59 mg; 2.46 mmol in 3 mL of water) diluted with tetrahydrofuran (3 mL) and the resulting mixture is stirred at room temperature for one hour. Acetonitrile (50 mL) is added and the precipitate formed is then filtered and dried under high vacuum to afford the desired product (1.45 g) which is used in the next step without further purification.

Workup

  1. customthe precipitate formed
  2. filtrationis then filtered
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-c01460ba21404059891c2a309082a073
Source dataset
uspto-grants-2015_08
Patent number
US09096524B2

Reaction notes

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