HCID 7864499, compound → HCID 20515576, compound

HRID 1902500Notes

Reaction equation

HRID 1902500 reaction equation
[N+:1]([C:4]1[CH:24]=[CH:23][CH:22]=[CH:21][C:5]=1[C:6]([O:8][CH2:9][N:10]1[C:14](=[O:15])[C:13]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:12]2[C:11]1=[O:20])=[O:7])([O-])=O>C(O)(=O)C.C1COCC1.[Pd]>[C:6]([O:8][CH2:9][N:10]1[C:14](=[O:15])[C:13]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:12]2[C:11]1=[O:20])(=[O:7])[C:5]1[C:4](=[CH:24][CH:23]=[CH:22][CH:21]=1)[NH2:1]

Participants

5

Reactant 1

HCID 7864499HCID 7864499, compound

Product 1

HCID 20515576HCID 20515576, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

Phthalimidomethyl o-nitrobenzoate (10 g) dissolved in a mixture of 60 ml acetic acid and 150 ml THF was hydrogenated with 10% palladium on charcoal catalyst (0.5 g) in a Parr shaker apparatus for 1 hour. The solution was filtered and the filtrate concentrated in vacuo. The crystalline product precipirated and was filtered off yielding 7.0 g, m.p. 160°-162° C.

Workup

  1. filtrationThe solution was filtered
  2. concentrationthe filtrate concentrated in vacuo
  3. filtrationwas filtered off
  4. customyielding 7.0 g, m.p. 160°-162° C.

Sources & evidence

ORD record
ord-7c1c86d3ca834c4890d55ac43ca3de96
Source dataset
uspto-grants-1982_12
Patent number
US04363865

Reaction notes

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