Reaction #1726728

Reaction equation

trifluoroacetic acid

tert-butyl 4-((3,3-diphenylpropyl) {[3-(trifluoromethyl)anilino]carbonyl}amino)-1-piperidine carboxylate

→

white foam

Yield 98.0%

N-(3,3-diphenylpropyl)-N-(4-piperidinyl)-N′-[3-(trifluoromethyl)phenyl]urea

Yield 98.0%

Solvents

dichloromethane

Conditions

Workup

1. 1
   Concentrationthen concentrated
2. 2
   workup.ADDITIONDichloromethane is added
3. 3
   Washthe organic phase is washed with a saturated solution of sodium bicarbonate
4. 4
   Dryingdried over magnesium sulphate
5. 5
   Filtrationfiltered
6. 6
   Concentrationconcentrated under vacuum in order

Procedure

1.6 ml (21 mmol, 20 eq.) of trifluoroacetic acid is added to a solution of tert-butyl 4-((3,3-diphenylpropyl) {[3-(trifluoromethyl)anilino]carbonyl}amino)-1-piperidine carboxylate (600 mg, 1.04 mmol) in dichloromethane. The reaction medium is agitated for 90 minutes then concentrated. Dichloromethane is added and the organic phase is washed with a saturated solution of sodium bicarbonate, dried over magnesium sulphate, filtered and concentrated under vacuum in order to isolate 490 mg (yield=98%) of a white foam.

Source