Benzyl Bromide → 1-Benzyl-3,4-epoxy-4-phenyl-piperidine

HRID 895048Notes

Reaction equation

HRID 895048 reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:9]1[C:15]2([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:10]1[CH2:11][NH:12][CH2:13][CH2:14]2.C(N(CC)CC)C>C1C=CC=CC=1>[CH2:1]([N:12]1[CH2:13][CH2:14][C:15]2([O:9][CH:10]2[CH2:11]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 8471TriethylamineHCID 129293756-Phenyl-7-oxa-3-azabicyclo[4.1.0]heptane

Product 1

HCID 129293761-Benzyl-3,4-epoxy-4-phenyl-piperidine

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

22.5 Ml of benzyl bromide was added dropwise to a stirred solution of 32.3 g of 3,4-epoxy-4-phenylpiperidine and 38.1 ml of triethylamine in 254 ml of benzene. A precipitate appeared during the addition. The whole reaction mixture was then stirred at room temperature for three hours. The residual solid was removed by filtration and the solvent evaporated to give 53.4 g of 1-benzyl-3,4-epoxy-4-phenyl-piperidine.

Workup

  1. additionA precipitate appeared during the addition
  2. customThe whole reaction mixture
  3. customThe residual solid was removed by filtration
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-d08fcdc7e05c45b5aab61d664b25a1aa
Source dataset
uspto-grants-1981_08
Patent number
US04286095

Reaction notes

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