Potassium Carbonate → (3',5'-Dichloro-4'-hydroxymethyl-biphenyl-4-yl)-(4-trifluoromethyl-piperidin-1-yl)-methanone
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([N:22]3[CH2:27][CH2:26][CH:25]([C:28]([F:31])([F:30])[F:29])[CH2:24][CH2:23]3)=[O:21])=[CH:16][CH:15]=2)[CH:5]=[C:6]([Cl:13])[C:7]=1[CH2:8][O:9]C(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[Cl:13][C:6]1[CH:5]=[C:4]([C:14]2[CH:15]=[CH:16][C:17]([C:20]([N:22]3[CH2:27][CH2:26][CH:25]([C:28]([F:31])([F:30])[F:29])[CH2:24][CH2:23]3)=[O:21])=[CH:18][CH:19]=2)[CH:3]=[C:2]([Cl:1])[C:7]=1[CH2:8][OH:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 33 °C
Procedure
Dissolve 20 g (1 eq.) of Acetic acid 3,5-dichloro-4′-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl ester in 300 mL of methanol by heating to 33° C. Add 8.2 g of potassium carbonate at 25° C. and stir at ambient temperature for 5 hours. Add approximately 5 g of decolorizing carbon and filter the solution. Add water to the filtrate add remove some methanol on the rotary evaporator at 40° C. to afford a slurry. Collect the solid by filtration and dry under vacuum at 50° C. to afford 14.4 g (76% yield) of the titled compound.
Workup
- additionAdd approximately 5 g of decolorizing carbon
- filtrationfilter the solution
- additionAdd water to the filtrate add
- customremove some methanol
- customon the rotary evaporator at 40° C.
- customto afford a slurry
- customCollect the solid
- filtrationby filtration
- customdry under vacuum at 50° C.
Sources & evidence
- ORD record
- ord-699fc9162d084ddf8611875b802d1145
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08153807B2
Reaction notes
Loading…