HCID 54184383, compound → HCID 53916177, compound

HRID 976011Notes

Reaction equation

HRID 976011 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[N:11][O:12][CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH:7]=[CH:8][CH:9]=1)([O-])=O>C(O)C.[Pt]=O>[NH2:1][C:4]1[CH:5]=[C:6]([CH:10]=[N:11][O:12][CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 54184383HCID 54184383, compound

Product 1

HCID 53916177HCID 53916177, compoundYield 92.6%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

tert-Butyl 3-aminophenylmethyleneaminooxyacetate may be obtained as follows: 0.75 g of platinum oxide is added to a solution of 7.5 g of tert-butyl 3-nitrophenylmethyleneaminooxyacetate in 100 cm3 of ethanol. The suspension is stirred for 1 hour at a temperature in the vicinity of 20° C. under a hydrogen atmosphere (130 kPa). The catalyst is separated by filtration and the filtrate is concentrated to dryness under reduced pressure at 45° C. The residue is dissolved in 50 cm3 of ethyl acetate and the organic phase is washed with 50 cm3 of water, dried over magnesium sulphate and concentrated under reduced pressure. 6.2 g of tert-butyl 3-aminophenylmethyleneaminooxyacetate are thus obtained in the form of an oil, used as it is in subsequent syntheses.

Workup

  1. customThe catalyst is separated by filtration
  2. concentrationthe filtrate is concentrated to dryness under reduced pressure at 45° C
  3. dissolutionThe residue is dissolved in 50 cm3 of ethyl acetate
  4. washthe organic phase is washed with 50 cm3 of water
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4c462166493b44a0931996b4d257686e
Source dataset
uspto-grants-1997_03
Patent number
US05610144

Reaction notes

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