Ethanol → HCID 19849117, compound

HRID 1608317Notes

Reaction equation

HRID 1608317 reaction equation
F[C:2]1[CH:3]=[C:4]([OH:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[NH2:12][CH2:13][C:14]([OH:16])=[O:15].C(=O)([O-])O.[Na+].C(O)C>O>[OH:11][C:4]1[CH:5]=[CH:6][C:7]([N+:8]([O-:10])=[O:9])=[C:2]([NH:12][CH2:13][C:14]([OH:16])=[O:15])[CH:3]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 750GlycineHCID 516892Sodium BicarbonateHCID 5209483-Fluoro-4-nitrophenol

Product 1

HCID 19849117HCID 19849117, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-fluoro-4-nitrophenol 50 g (0.138 mole), glycine 48 g (0.637 mole) and sodium hydrogen carbonate 107 g (1.27 mole) were added to a mixture of ethanol 600 ml and water 100 ml and refluxed for 5 days. The solvent was distilled off in vacuo. The reaction mixture was acidified by adding dilute HCl and filtered. The filtrate was washed with dilute HCl and water, then dried in vacuo to obtain N-(5-hydroxy-2-nitrophenyl)-amino acetic acid as a yellow solid. Yield: 66.4 g (yield: 98%)

Workup

  1. temperaturerefluxed for 5 days
  2. distillationThe solvent was distilled off in vacuo
  3. additionby adding dilute HCl
  4. filtrationfiltered
  5. washThe filtrate was washed with dilute HCl and water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-030ce4ebaa2943f69ecc1f02206cdfc2
Source dataset
uspto-grants-1989_09
Patent number
US04870175

Reaction notes

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