HCID 22761653, compound → HCID 22761654, compound

HRID 1703472Notes

Reaction equation

HRID 1703472 reaction equation
[C:1]([O:4][CH2:5][C:6]1[CH:11]=[C:10]([N+:12]([O-])=O)[CH:9]=[CH:8][C:7]=1[N:15]1[C:19](=[O:20])[C:18]2=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=[C:17]2[C:16]1=[O:26])(=[O:3])[CH3:2].[H][H]>C(OCC)(=O)C.[Rh]>[C:1]([O:4][CH2:5][C:6]1[CH:11]=[C:10]([NH2:12])[CH:9]=[CH:8][C:7]=1[N:15]1[C:19](=[O:20])[C:18]2=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=[C:17]2[C:16]1=[O:26])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 22761653HCID 22761653, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22761654HCID 22761654, compound

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The solution of 300 mg of N-(2-acetoxymethyl-4-nitrophenyl)-4-chlorophthalimide in 35 ml of ethyl acetate is hydrogenated with 200 mg of 5% rhodium on carbon at 2.5 atmospheres of hydrogen pressure for 3 hours. After filtration from the catalyst, the residue is crystallized from ethyl acetate-hexane to give the N-(2-acetoxymethyl-4-aminophenyl)-4-chlorophthalimide melting at 136°-138°.

Workup

  1. filtrationAfter filtration from the catalyst
  2. customthe residue is crystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-4bbb3df379ec45fc819b84726307fe71
Source dataset
uspto-grants-1978_11
Patent number
US04124593

Reaction notes

Loading…