2-[(2-Chloro-4-fluoro-5-nitrophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone → (2-Chloro-4-fluoro-5-aminophenyl)methyl-4,4-dimethyl-3-isoxazolidinone

HRID 231443Notes

Reaction equation

HRID 231443 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N+:9]([O-])=O)=[CH:4][C:3]=1[CH2:12][N:13]1[C:17](=[O:18])[C:16]([CH3:20])([CH3:19])[CH2:15][O:14]1>C(O)C.[Pt]=O>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([NH2:9])=[CH:4][C:3]=1[CH2:12][N:13]1[C:17](=[O:18])[C:16]([CH3:20])([CH3:19])[CH2:15][O:14]1

Participants

4

Reactant 1

HCID 200323742-[(2-Chloro-4-fluoro-5-nitrophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone

Product 1

HCID 20032369(2-Chloro-4-fluoro-5-aminophenyl)methyl-4,4-dimethyl-3-isoxazolidinone

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

By the method of Example 3, Step C, 16.0 g (0.052 mole) of 2-[(2-chloro-4-fluoro-5-nitrophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone was hydrogenated in the presence of 0.2 g of platinum oxide in 250 ml of ethanol, yielding 2-[(2-chloro-4-fluoro-5-aminophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone.

Sources & evidence

ORD record
ord-0238027b9f574665b9e7188a581ccae6
Source dataset
uspto-grants-1989_07
Patent number
US04846882

Reaction notes

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