반응 #1120548

반응 방정식

hydrochloric acid

sodium carbonate

(2R*,4S*)-2-(4-chlorobenzyl)-1-(3,5-dimethylbenzoyl)-4-piperidinamine

4-quinolinecarboxaldehyde

sodium boranate

→

title compound

수율 41.7%

(2R*,4S*)-2-(4-Chlorobenzyl)-1-(3,5-dimethylbenzoyl)-N-(4-quinolinylmethyl)-4-piperidinamine

수율 41.7%

용매

toluene

반응 조건

후처리

1. 1
   기타evaporated to dryness under reduced pressure
2. 2
   workup.WAITleft
3. 3
   workup.STIRRINGto stir for 1 hour
4. 4
   추출extracted with ethyl acetate
5. 5
   세척The organic phase is washed with saturated sodium chloride solution
6. 6
   건조dried over sodium sulfate
7. 7
   기타evaporated to dryness under reduced pressure
8. 8
   기타The crude product is recrystallised twice from ethyl acetate

실험 절차

A mixture of 550 mg (1.54 mmol) of (2R*,4S*)-2-(4-chlorobenzyl)-1-(3,5-dimethylbenzoyl)-4-piperidinamine and 242 mg (1.54 mmol) of 4-quinolinecarboxaldehyde are dissolved in 30 ml of toluene and evaporated to dryness under reduced pressure. This is repeated twice more. The residue is taken up in 10 ml of ethanol, 70 mg (1.85 mmol) of sodium boranate are added and the mixture is stirred at 25° for 3 hours. It is acidified with 1N hydrochloric acid and left to stir for 1 hour. The reaction mixture is poured into saturated aqueous sodium carbonate solution and extracted with ethyl acetate. The organic phase is washed with saturated sodium chloride solution, dried over sodium sulfate and evaporated to dryness under reduced pressure. The crude product is recrystallised twice from ethyl acetate and yields 320 mg of the title compound of the formula ##STR110## in the form of white crystals; melting point 148°-9°; MS: M+497.

출처