2-(3-(Prop-1-en-2-yl)phenyl)propan-2-amine → 1-Methyl-1-[3-(1-methylethyl)phenyl]ethylamine

HRID 1707233

Reaction equation

HRID 1707233 reaction equation
[CH3:1][C:2]([NH2:13])([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([CH3:12])=[CH2:11])[CH:5]=1)[CH3:3]>C(O)C.[Pt]=O>[CH3:3][C:2]([NH2:13])([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:11])[CH3:12])[CH:5]=1)[CH3:1]

Participants

4

Reactant 1

HCID 147165412-(3-(Prop-1-en-2-yl)phenyl)propan-2-amine

Product 1

HCID 208115131-Methyl-1-[3-(1-methylethyl)phenyl]ethylamineYield 97.7%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

First, 0.5 g of platinum oxide was added to a solution formed by dissolving 25.3 g of 1-methyl-1-[3-(1-methylethenyl)phenyl]ethylamine in 100 ml of ethyl alcohol, and a hydrogenation reaction was then carried out at a temperature of 15° to 35° C. for 7 hours under atmospheric pressure under a hydrogen gas stream. Afterward, reaction residues were removed by filtration, and the resultant filtrate was then concentrated to obtain 25.0 g of 1-methyl-1-[3-(1-methylethyl)phenyl]ethylamine.

Workup

  1. customformed
  2. customa hydrogenation reaction
  3. customAfterward, reaction residues
  4. customwere removed by filtration
  5. concentrationthe resultant filtrate was then concentrated

Sources & evidence

ORD record
ord-7a6cb0e023ff424598a8b15998185638
Source dataset
uspto-grants-1994_10
Patent number
US05352655

Linked notes

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