HCID 54527323, compound → HCID 54395381, compound

HRID 376171Notes

Reaction equation

HRID 376171 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-61c265b065fb4732a1fd959f09c05a0e
Source dataset
uspto-grants-1996_01
Patent number
US05488140

Reaction notes

Loading…