Hydrochloric Acid → HCID 21612940, compound

HRID 1682278Notes

Reaction equation

HRID 1682278 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>C(O)CCCC>[CH2:3]([O:4][C:3](=[O:5])[CH:2]([NH2:1])/[CH:6]=[CH:7]/[CH2:8][P:9]([OH:12])([OH:11])=[O:10])[CH2:2][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 164065HCID 164065, compound

Product 1

HCID 21612940HCID 21612940, compound

Reagents, catalysts & solvents 1

HCID 62761-PentanolSolvent

Procedure

1.5 g of 2-amino-5-phosphono-3-pentenoic acid are suspended in 30 ml of n-pentanol and the suspension is saturated with hydrogen chloride gas for 3 hours at 50°. After concentration, the residue is dissolved in 15 ml of n-pentanol, 15 ml of propylene oxide are added and the precipitate is filtered off. Recrystallisation from water/acetone 1:1 yields E-2-amino-5-phosphono-3-pentenoic acid pentyl ester, m.p. 160°-161°.

Workup

  1. concentrationAfter concentration
  2. dissolutionthe residue is dissolved in 15 ml of n-pentanol
  3. addition15 ml of propylene oxide are added
  4. filtrationthe precipitate is filtered off
  5. customRecrystallisation from water/acetone 1:1

Sources & evidence

ORD record
ord-bd5ee1e76c15417eafe2cf5243c4c2cc
Source dataset
uspto-grants-1992_12
Patent number
US05175344

Reaction notes

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