Ammonia → 4-Bromo-alpha-methylbenzeneethanamine

HRID 76143

Reaction equation

HRID 76143 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=O)[CH3:10])=[CH:4][CH:3]=1.[NH3:12].[H][H]>CO.[Ni]>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([NH2:12])[CH3:10])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 7363321-(4-Bromophenyl)propan-2-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 2056684-Bromo-alpha-methylbenzeneethanamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalyst2×HCID 887MethanolSolvent

Procedure

A mixture of 25.0 g (0.12 mol) 4-bromophenylacetone and 400 mL 7N ammonia in MeOH is charged with 1.20 g Raney nickel. The mixture is stirred in an hydrogen atmosphere (15 psi) at r.t. over night. Again 0.6 g Raney nickel are added and the mixture is stirred again for 3.5 h. After complete reaction, the mixture is filtrated. The residue is washed with MeOH and the solvent of the filtrate is removed in vacuo. The crude product is used without further purification.

Workup

  1. customAfter complete reaction
  2. filtrationthe mixture is filtrated
  3. washThe residue is washed with MeOH
  4. customthe solvent of the filtrate is removed in vacuo
  5. customThe crude product is used without further purification

Sources & evidence

ORD record
ord-661299ba129349a0a22d8a2a17ce912b
Source dataset
uspto-grants-2014_09
Patent number
US08835472B2

Linked notes

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