반응 #85866

반응 방정식

HBr

ethyl 1-(4-aminophenyl)piperidine-4-carboxylate

NaNO2

HBr

→

crude title compound

1-(4-bromophenyl)piperidine-4-carboxylic acid

용매

water

반응 조건

후처리

1. 1
   workup.STIRRINGThe resulting mixture was stirred
2. 2
   온도refluxed for 2 hours
3. 3
   기타The suspension thus obtained
4. 4
   기타was partitioned between 2N NaOH and ethyl acetate
5. 5
   세척The organic layer was washed with aqueous NaCl
6. 6
   건조dried over Na2SO4
7. 7
   농축concentrated

실험 절차

To a solution of ethyl 1-(4-aminophenyl)piperidine-4-carboxylate (2.48 g, 10 mmol) in 40 mL of HBr 40%, a solution of NaNO2 (0.69 g, 10 mmol) in 7 mL of water was slowly added at 0° C. The mixture was stirred for 15 minutes and added to a solution of CuBr (0.79 g, 5.5 mmol) in 30 mL of HBr 40%. The resulting mixture was stirred and refluxed for 2 hours. The suspension thus obtained was partitioned between 2N NaOH and ethyl acetate. The organic layer was washed with aqueous NaCl, dried over Na2SO4 and concentrated to afford crude title compound 1.56 g. MS (m/z): 286 (M+2)+

출처