반응 #78340

반응 방정식

hydrogen chloride

4-(acetylamino)-4-benzylpiperidine p-toluene-sulfonate

compound

1-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(pyrrolidin-1-ylcarbonyl)piperid-1-yl]propyl]piperidine Hydrochloride

K2CO3

→

expected product

수율 132.7%

3-[3-[4-(Acetylamino)-4-benzylpiperid-1-yl]propyl]-1-benzoyl-3-(3,4-dichlorophenyl)piperidine Hydrochloride Dihydrate

수율 132.7%

용매

DCM

water

DMF

반응 조건

후처리

1. 1
   추출extracted with AcOEt
2. 2
   세척the organic phase is washed with 2 N NaOH and with saturated NaCl solution
3. 3
   건조dried over MgSO4
4. 4
   기타the solvent is evaporated off under vacuum
5. 5
   기타The residue is chromatographed on silica H
6. 6
   기타The product obtained
7. 7
   기타the precipitate formed
8. 8
   여과is filtered off

실험 절차

A mixture of 0.44 g of 4-(acetylamino)-4-benzylpiperidine p-toluene-sulfonate, 0.50 g of the compound obtained in step B of EXAMPLE 1 and 0.53 g of K2CO3 in 5 ml of DMF is heated at 90° C. for 2 hours. The reaction mixture is poured into water and extracted with AcOEt, the organic phase is washed with 2 N NaOH and with saturated NaCl solution and dried over MgSO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica H using a gradient of a DCM/MeOH mixture (99/1; v/v to 93/7; v/v) as the eluent. The product obtained is dissolved in DCM and acidified by the addition of ethereal hydrogen chloride and the precipitate formed is filtered off to give 0.38 g of the expected product, m.p=158° C. (dec.).

출처