Bromine → Ethyl 3-bromo-4-oxopiperidine-1-carboxylate

HRID 345549Notes

Reaction equation

HRID 345549 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:4][CH2:3]1.[Br:13]Br>ClC(Cl)Cl>[Br:13][CH:7]1[C:2](=[O:1])[CH2:3][CH2:4][N:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:6]1

Participants

4

Reactant 2

HCID 24408BromineHCID 34767Ethyl 4-oxo-1-piperidinecarboxylate

Product 1

HCID 13799628Ethyl 3-bromo-4-oxopiperidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a stirred mixture of 17.1 parts of ethyl 4-oxo-1-piperidinecarboxylate and 225 parts of trichloromethane was added dropwise a solution of 16 parts of bromine in 75 parts of trichloromethane at -5°-0° C. The trichloromethane-phase was washed with ice-water, dried, filtered and evaporated, yielding 25 parts of ethyl 3-bromo-4-oxo-1-piperidinecarboxylate as an oily residue (intermediate 62).

Workup

  1. washThe trichloromethane-phase was washed with ice-water
  2. customdried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-6301e9b63861493ab2de281ad7302f58
Source dataset
uspto-grants-1991_10
Patent number
US05057525

Reaction notes

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