HCID 54527323, compound → HCID 54395381, compound

HRID 487505Notes

Reaction equation

HRID 487505 reaction equation
[NH2:1][CH:2]([CH:8]=[C:9]([CH2:14][P:15]([OH:18])([OH:17])=[O:16])[CH2:10][CH:11]([OH:13])[CH3:12])[C:3]([O:5]CC)=[O:4]>O>[NH2:1][CH:2]([CH:8]=[C:9]([CH2:14][P:15]([OH:18])([OH:17])=[O:16])[CH2:10][CH:11]([OH:13])[CH3:12])[C:3]([OH:5])=[O:4]

Participants

3

Reactant 1

HCID 54527323HCID 54527323, compound

Product 1

HCID 54395381HCID 54395381, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.5 g (8.89 mmol) of ethyl 2-amino-6-hydroxy-4-phosphonomethyl-hept-3-enoate are dissolved in 17 ml of H2O and the solution is heated to reflux. The reaction solution is kept for 12 hours at reflux temperature. The reaction solution is then treated with 0.3 g of activated carbon, stirred for 10 minutes and filtered over Hyflo®. The filtrate is concentrated by evaporation and the residue is crystallised from water/ethanol and dried, giving white crystals of 2-amino-6-hydroxy-4-phosphonomethyl-hept-3-enoic acid. Melting point: 210° C. (decomp.).

Workup

  1. temperaturethe solution is heated to reflux
  2. temperatureat reflux temperature
  3. additionThe reaction solution is then treated with 0.3 g of activated carbon
  4. filtrationfiltered over Hyflo®
  5. concentrationThe filtrate is concentrated by evaporation
  6. customthe residue is crystallised from water/ethanol
  7. customdried

Sources & evidence

ORD record
ord-0900dabe16bc4791b7379cb5ec71219f
Source dataset
uspto-grants-1994_03
Patent number
US05294734

Reaction notes

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