تفاعل #85869

معادلة التفاعل

HBr

1-(4-aminophenyl)piperidin-4-ol

NaNO2

HBr

→

crude compound

1-(4-bromophenyl)piperidin-4-ol

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe resulting mixture was stirred
2. 2
   درجة الحرارةrefluxed for 2 hours
3. 3
   أخرىThe suspension thus obtained
4. 4
   أخرىwas partitioned between 2N NaOH and ethyl acetate
5. 5
   غسيلThe organic layer was washed with aqueous NaCl
6. 6
   تجفيفdried over Na2SO4
7. 7
   تركيزconcentrated

الإجراء التجريبي

To a solution of 1-(4-aminophenyl)piperidin-4-ol (3.7 g, 319 mmol) in 60 mL of HBr 48%, a solution of NaNO2 (1.38 g, 20 mmol) in 15 mL of water was slowly added at 0° C. The mixture was stirred for 30 minutes and added to a solution of CuBr (1.57 g, 11 mmol) in 50 mL of HBr 48%. 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 compound as grey solid 4.6 g. MS (m/z): 256 (M)+

المصدر