Hydrochloric Acid → HCID 21612954, compound

HRID 728846Notes

Reaction equation

HRID 728846 reaction equation
[NH2:1][CH:2](/[CH:6]=[CH:7]/[CH2:8][P:9]([OH:12])([OH:11])=[O:10])[C:3]([OH:5])=[O:4].Cl.[CH2:14](O)[CH2:15][CH3:16]>>[CH2:14]([O:4][C:3](=[O:5])[CH:2]([NH2:1])/[CH:6]=[CH:7]/[CH2:8][P:9]([OH:12])([OH:11])=[O:10])[CH2:15][CH3:16]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 10311-PropanolHCID 6506250HCID 6506250, compound

Product 1

HCID 21612954HCID 21612954, compound

Procedure

1.5 g of E-2-amino-5-phosphono-3-pentenoic acid are suspended in 30 ml of n-propanol and the suspension is saturated with hydrogen chloride gas for 21/2 hours at 50°. After concentration, the residue is dissolved in 15 ml of n-propanol, 15 ml of propylene oxide are added and the precipitate is filtered off. Recrystallisation from water/acetone 1:3 yields E-2-amino-5-phosphono-3-pentenoic acid propyl ester, m.p. 161°-162°.

Workup

  1. custom2 hours
  2. customat 50°
  3. concentrationAfter concentration
  4. dissolutionthe residue is dissolved in 15 ml of n-propanol
  5. addition15 ml of propylene oxide are added
  6. filtrationthe precipitate is filtered off
  7. customRecrystallisation from water/acetone 1:3

Sources & evidence

ORD record
ord-ce12c0a4f9194aa882972ba866aef5c1
Source dataset
uspto-grants-1991_09
Patent number
US05051413

Reaction notes

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