Potassium Carbonate → 3-(4-Bromophenyl)piperidin-2-one

HRID 1784706Notes

Reaction equation

HRID 1784706 reaction equation
Cl.C(OC(=O)[CH2:6][CH:7]([C:12]1[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=1)[CH2:8][CH2:9][CH2:10][NH2:11])C.C(=O)([O-])[O-:21].[K+].[K+]>C(O)C>[Br:18][C:15]1[CH:16]=[CH:17][C:12]([CH:7]2[CH2:8][CH2:9][CH2:10][NH:11][C:6]2=[O:21])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 671173986-Amino-3-(4-bromo-phenyl)-hexanoic acid ethyl ester hydrochloride

Product 1

HCID 468400403-(4-Bromophenyl)piperidin-2-oneYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 6-amino-3-(4-bromo-phenyl)-hexanoic acid ethyl ester hydrochloride, potassium carbonate (1039 mg, 7.52 mmol) in ethanol (50 ml) was refluxed for 20 hr. Solvent was removed in vacuo after addition of dilute hydrochloric acid and water was added to the residue. Filtration, wash with water and dryness afforded 3-(4-Bromo-phenyl)-piperidin-2-one (1387 mg, 86%, 2 steps).

Workup

  1. customSolvent was removed in vacuo
  2. additionafter addition of dilute hydrochloric acid and water
  3. additionwas added to the residue
  4. filtrationFiltration
  5. washwash with water and dryness

Sources & evidence

ORD record
ord-a1fbf437c99243d6ad6d224e40c0c375
Source dataset
uspto-grants-2009_03
Patent number
US07504411B2

Reaction notes

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