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

HRID 50054Notes

Reaction equation

HRID 50054 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 to stand overnight at RT, with stirring. It is diluted by the addition of 200 ml of ether and the precipitate formed is filtered off and washed with ether to give 17.88 g of the expected product after drying under vacuum.

Workup

  1. waitthe reaction mixture is left
  2. customthe precipitate formed
  3. filtrationis filtered off
  4. washwashed with ether

Sources & evidence

ORD record
ord-dc51313e419d4eada0def3647e473f64
Source dataset
uspto-grants-2004_03
Patent number
US06710042B2

Reaction notes

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