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

HRID 849328Notes

Reaction equation

HRID 849328 reaction equation
[Br:1]Br.[BrH:3].[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:3][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 212004624-Acetyl-4-phenylpiperidine hydrobromide

Product 1

HCID 227417564-(2-Bromoacetyl)-4-phenylpiperidine hydrobromideYield 93.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7.9 g of bromine are added rapidly at RT to a suspension of 14 g of 4-acetyl-4-phenylpiperidine hydrobromide in 200 ml of DCM and the reaction mixture is stirred overnight at RT. It is diluted by the addition of 200 ml of ether and the precipitate formed is wrung and washed with ether to give 16.7 g of the expected product after drying under vacuum.

Workup

  1. customthe precipitate formed
  2. washwashed with ether

Sources & evidence

ORD record
ord-da05b1f1be2b4cde97eb3f95fed7f945
Source dataset
uspto-grants-2000_01
Patent number
US06011154

Reaction notes

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