HCID 19836754, compound → HCID 19836746, compound

HRID 1608141Notes

Reaction equation

HRID 1608141 reaction equation
C([O:3][C:4](=[O:17])[CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-])=O)C>C(O)C.[Pd]>[NH2:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[CH2:7][O:6][CH2:5][C:4]([OH:17])=[O:3]

Participants

4

Reactant 1

HCID 19836754HCID 19836754, compound

Product 1

HCID 19836746HCID 19836746, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

14 g Ethyl(o-nitro-benzyloxy)acetate were dissolved in 300 ml 96% ethanol and 1.5 g 5% Pd on carbon was added. The mixture was then hydrogenated at normal pressure and room temperature. After completion of the reaction the mixture was filtered and the filtrate was added to 50 ml 4N NaOH and the resulting solution was left at room temperature for 2 hours, whereafter 50 ml 4N HCl were added. The mixture was evaporated, and the residue was stirred with 200 ml acetone. The mixture was filtered. The filtrate was evaporated to give o-amino-benzyloxy acetic acid as an oil.

Workup

  1. customwas then hydrogenated at normal pressure and room temperature
  2. customAfter completion of the reaction the mixture
  3. filtrationwas filtered
  4. additionthe filtrate was added to 50 ml 4N NaOH
  5. additionwhereafter 50 ml 4N HCl were added
  6. customThe mixture was evaporated
  7. filtrationThe mixture was filtered
  8. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-e0568d3ee43f4104aebc47a64db8ec8a
Source dataset
uspto-grants-1989_09
Patent number
US04870073

Reaction notes

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