Bromine → 4-(4-Bromophenyl)piperidine

HRID 380482Notes

Reaction equation

HRID 380482 reaction equation
[Br:1]Br.[C:3]1([CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>>[NH3:12].[Br:1][C:6]1[CH:7]=[CH:8][C:3]([CH:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]2)=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 698734-Phenylpiperidine

Product 2

HCID 222AmmoniaHCID 27571594-(4-Bromophenyl)piperidineYield 127%

Procedure

A solid mixture comprised of 2.65 g (16.4 mmol) of bromine adsorbed onto 5 g of Al2O3 was combined with a solid mixture of 1.05 g (6.56 mmol) of 4-phenylpiperidine adsorbed onto 5 g of Al2O3 and the combined mixture was stirred at rt for 2 h. The mixture was then put into a filter funnel and was eluted with CH2Cl2: EtOAc, 1:1 then CH2Cl2: MeOH:(2N NH3 in MeOH), 100:4:2 to give 1.0 g of the title compound.

Workup

  1. customThe mixture was then put into a filter funnel
  2. washwas eluted with CH2Cl2

Sources & evidence

ORD record
ord-a0451145362a45248f5b97e57d70b146
Source dataset
uspto-grants-2001_10
Patent number
US06303593B1

Reaction notes

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