Diethyl Ether → 4-(2-Bromoacetyl)-4-phenylpiperidine hydrobromide

HRID 355463Notes

Reaction equation

HRID 355463 reaction equation
[Br:1]Br.Cl.[C:4]([C:7]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1)(=[O:6])[CH3:5].CCOCC>C(Cl)Cl>[BrH:1].[Br:1][CH2:5][C:4]([C:7]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1)=[O:6]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 24408BromineHCID 27237674-Acetyl-4-phenylpiperidine hydrochloride

Product 1

HCID 227417564-(2-Bromoacetyl)-4-phenylpiperidine hydrobromideYield 196.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

8 g of bromine are added rapidly at RT to a suspension of 11.98 g of 4-acetyl-4-phenylpiperidine hydrochloride in 200 ml of DCM, and the reaction mixture is left stirring overnight at RT. It is diluted by adding 200 ml of ether, and the precipitate formed is drained and washed with ether. 17.88 g of the expected product are obtained after drying under vacuum.

Workup

  1. waitthe reaction mixture is left
  2. additionIt is diluted
  3. customthe precipitate formed
  4. washwashed with ether

Sources & evidence

ORD record
ord-7e9dc4906751498b9c07a52496974797
Source dataset
uspto-grants-1998_11
Patent number
US05830906

Reaction notes

Loading…