Potassium Carbonate → {1-[2,4-Bis(trifluoromethyl)phenyl]piperidin-4-yl}methanol

HRID 1620588Notes

Reaction equation

F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13].[NH:16]1[CH2:21][CH2:20][CH:19]([CH2:22][OH:23])[CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+].O.C(OCC)(=O)C>CN(C)C=O>[F:13][C:12]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:7][C:2]=1[N:16]1[CH2:21][CH2:20][CH:19]([CH2:22][OH:23])[CH2:18][CH2:17]1

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of 1-fluoro-2,4-bis(trifluoromethyl)benzene (1.5 g) in N,N-dimethylformamide (10 mL) were added 4-piperidinemethanol (1.49 g) and potassium carbonate (1.79 g), and the mixture was stirred at 80° C. overnight. Water/ethyl acetate were added to the reaction mixture, and the organic layer was separated, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (1.84 g).

Workup

customthe organic layer was separated
washwashed with water and saturated brine
dry with materialdried over anhydrous magnesium sulfate
customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record: ord-24e23a37b71e4aeb9a6471d988fa9ec2
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772277B2

Reaction notes

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