HCID 20244812, compound → HCID 20244746, compound

HRID 647883Notes

Reaction equation

HRID 647883 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N+:23]([O-])=O)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6]([NH:8][CH:9]([CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[NH2:23])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 20244812HCID 20244812, compound

Product 1

HCID 20244746HCID 20244746, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of ethyl 2-t-butyloxycarbonylamino-4-(o-nitrophenyl)butyrate (13.0 g) in ethanol (300 ml) is hydrogenated at room temperature and atmospheric pressure, using 10% palladium on charcoal (1 g) as catalyst, until uptake ceases. The catalyst is filtered off. Evaporation of the solvent gives ethyl t-butyloxycarbonylamino-4-(o-aminophenyl)butyrate which is used without further purification for the next step.

Workup

  1. customis hydrogenated at room temperature
  2. filtrationThe catalyst is filtered off
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-5eb90759e89f42debf8427a48878ed4d
Source dataset
uspto-grants-1983_10
Patent number
US04410520

Reaction notes

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