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

HRID 511066Notes

Reaction equation

HRID 511066 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]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)C.[OH-].[Li+:26]>O1CCCC1.O.C(#N)C>[Li+:26].[F:23][C:20]([F:21])([F:22])[C:17]1[CH:18]=[CH:19][C:14]([N:11]2[CH2:12][CH2:13][N:8]([CH2:7][CH2:6][CH2:5][C:4]([O-:24])=[O:3])[CH2:9][CH2:10]2)=[CH:15][CH:16]=1

Participants

6

Reactant 2

HCID 3939Lithium HydroxideHCID 585765934-[4-(4-Trifluoromethyl-phenyl)-piperazin-1-yl]-butyric acid ethyl ester

Product 1

HCID 585760704-[4-(4-Trifluoromethyl-phenyl)-piperazin-1-yl]-butyric acid lithium salt

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6342AcetonitrileSolventHCID 8028TetrahydrofuranSolvent

Procedure

4-[4-(4-Trifluoromethyl-phenyl)-piperazin-1-yl]-butyric acid ethyl ester (660 mg; 1.92 mmol, prepared in accordance with Example 2) and lithium hydroxide are dissolved in a mixture of tetrahydrofuran (2.8 mL) and water (1.2 mL). The resulting mixture is irradiated in a mono-mode microwave oven for 30 minutes at 70° C. The mixture is then diluted with acetonitrile (20 mL) and the precipitate formed is filtered and rinsed with acetonitrile (10 mL). The solid obtained is then dried under high vacuum to deliver the desired product (584 mg; 1.81 mmol).

Workup

  1. customThe resulting mixture is irradiated in a mono-mode microwave oven for 30 minutes at 70° C
  2. customthe precipitate formed
  3. filtrationis filtered
  4. washrinsed with acetonitrile (10 mL)
  5. customThe solid obtained
  6. customis then dried under high vacuum

Sources & evidence

ORD record
ord-ce965d0904984e019d4eeca57770a8e7
Source dataset
uspto-grants-2015_08
Patent number
US09096524B2

Reaction notes

Loading…