Acetic Acid → HCID 21997527, compound

HRID 1977297Notes

Reaction equation

[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]([N:13]3[CH2:18][CH2:17][N:16]([CH:19]4[CH2:24][CH2:23][N:22]([C:25]5[CH:32]=[CH:31]C(C#N)=[CH:27][CH:26]=5)[CH2:21][CH2:20]4)[CH2:15][CH2:14]3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.O.[C:35]([OH:38])(=[O:37])[CH3:36]>>[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]([N:13]3[CH2:18][CH2:17][N:16]([CH:19]4[CH2:20][CH2:21][N:22]([C:25]5[CH:32]=[CH:31][C:36]([C:35]([OH:38])=[O:37])=[CH:27][CH:26]=5)[CH2:23][CH2:24]4)[CH2:15][CH2:14]3)=[CH:11][CH:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

Reactant 4

HCID 176Acetic Acid

HCID 313Hydrochloric Acid

HCID 962Water

HCID 21997487HCID 21997487, compound

Product 1

HCID 21997527HCID 21997527, compound

Conditions

Temperature: 120 °C

Procedure

To a solution of 4-[4-[4-(4-cyclohexylphenyl)piperazin-1-yl]piperidin-1-yl]benzonitrile (1.95 g) in acetic acid (10 ml) was added concentrated hydrogen chloride (20 ml) and the mixture was stirred at 120° C. for 10 hours. The reaction mixture was added to water and the resulting precipitate was collected by filtration to give 4-[4-[4-(4-cyclohexylphenyl)piperazin-1-yl]piperidin-1-yl]benzoic acid (959 mg).

Workup

filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record: ord-c2f37360f91f44e48584c612d0e3f474
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06232290B1

Reaction notes

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