HCID 17802079, compound → HCID 70362208, compound

HRID 1381839Notes

Reaction equation

HRID 1381839 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[C:11]([CH3:14])=[C:10]([CH3:15])[C:9]2=[O:16])=[C:4]([F:17])[CH:3]=1.[H][H]>C(OCC)(=O)C.[Pt]=O>[F:17][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[N:8]1[C:12](=[O:13])[C@H:11]([CH3:14])[C@H:10]([CH3:15])[C:9]1=[O:16]

Participants

5

Reactant 2

HCID 17802079HCID 17802079, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70362208HCID 70362208, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 7.5 g (0.03 mol) of N-(4-chloro-2-fluorophenyl)-2,3-dimethylmaleic acid imide and 400 mg of platinum oxide (PtO2) is hydrogenated with hydrogen in 75 ml of ethyl acetate at room temperature under normal pressure. After about 5 hours, the reduction is complete. The catalyst is then filtered off and the filtrate is concentrated in vacuo. 7.6 g (99% of the theoretical yield) of cis-N-(2-fluoro-4-chlorophenyl)-2,3-dimethylsuccinimide in the form of a yellowish oil which is uniform in a thin-layer chromatogram remain as residue.

Workup

  1. filtrationThe catalyst is then filtered off
  2. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-c83930e57d984477a87b4f5e28dc90ab
Source dataset
uspto-grants-1989_02
Patent number
US04804400

Reaction notes

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