HCID 145828515, compound → HCID 145828517, compound

HRID 864317Notes

Reaction equation

HRID 864317 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6](/[C:10](=[N:16]/[O:17][CH2:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])/[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-])=O>C(O)C.[Pt](=O)=O>[NH2:1][C:4]1[CH:5]=[C:6](/[C:10](=[N:16]/[O:17][CH2:18][C:19]([O:21][C:22]([CH3:23])([CH3:25])[CH3:24])=[O:20])/[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 145828515HCID 145828515, compound

Product 1

HCID 145828517HCID 145828517, compoundYield 96.3%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

Ethyl (Z)-3-amino-alpha-tert-butoxycarbonylmethoxyiminophenylacetate can be obtained in the following manner: 0.15 g of platinum dioxide is added to a solution of 2.61 g of ethyl (Z)-3-nitro-alpha-tert-butoxycarbonylmethoxyiminophenylacetate in 70 cm3 of ethanol. The suspension is stirred for 40 minutes at a temperature near to 20° C. under a hydrogen atmosphere (128 kPa). The catalyst is separated by filtration and the filtrate is concentrated to dryness under reduced pressure (2.7 kPa) to give 2.3 g of ethyl (Z)-3-amino-alpha-tert-butoxycarbonylmethoxyiminophenylacetate in the form of an oil which is used as such in the subsequent syntheses.

Workup

  1. customThe catalyst is separated by filtration
  2. concentrationthe filtrate is concentrated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-c4eab0c03c3246308d840b661b6d1d29
Source dataset
uspto-grants-1996_10
Patent number
US05563136

Reaction notes

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