Water → (4-Bromophenyl)(piperidin-4-yl)methanone

HRID 1726114Notes

Reaction equation

HRID 1726114 reaction equation
[Br:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11](C(=O)C(F)(F)F)[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.O.C([O-])([O-])=O.[K+].[K+]>CO>[Br:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 118246361-[4-(4-Bromobenzoyl)piperidin-1-yl]-2,2,2-trifluoroethan-1-one

Product 1

HCID 13180300(4-Bromophenyl)(piperidin-4-yl)methanoneYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-[4-(4-bromo-benzoyl)-piperidin-1-yl]-2,2,2-trifluoroethanone (11.6 g, 31.9 mmol) (Palani A.; et al., J. Med. Chem., 2001, 44, 3339-3342) in MeOH (60 mL) and H2O (15 mL) at room temperature was added K2CO3 (10.0 g, 72.5 mmol) and the mixture was stirred for 16 hours to give (4-bromophenyl)-piperidin-4-yl-methanone as a pale yellow solid (7.81 g, 96%) following work-up and purification.

Sources & evidence

ORD record
ord-7fdf4187a9c348ae97bf621980742889
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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