3-Methyl-5-(4-methylphenyl)isoxazole → 3-Amino-1-(4-methylphenyl)but-2-en-1-one

HRID 1669801Notes

Reaction equation

HRID 1669801 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[CH:9][CH:8]=2)[O:4][N:3]=1>[Pt](=O)=O.C(O)C>[NH2:3][C:2]([CH3:1])=[CH:6][C:5]([C:7]1[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][CH:12]=1)=[O:4]

Participants

4

Reactant 1

HCID 103521723-Methyl-5-(4-methylphenyl)isoxazole

Product 1

HCID 673437903-Amino-1-(4-methylphenyl)but-2-en-1-one

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

3-Methyl-5-(4-methylphenyl)isoxazole (1 g, 5.77 mmol) is introduced into 20 ml of ethanol, platinum(IV) oxide catalyst (100 mg) is added, and the mixture is then hydrogenated under atmospheric hydrogen for 12 h. The catalyst is filtered off and the filtrate is concentrated. 1.02 g (100% of theory) of the title compound are obtained as a white solid.

Workup

  1. additionis added
  2. filtrationThe catalyst is filtered off
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-27a6cf0c335441e7ac03812465a2a108
Source dataset
uspto-grants-2011_08
Patent number
US07989633B2

Reaction notes

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