Hydrochloric Acid → HCID 21612917, compound

HRID 728844Notes

Reaction equation

HRID 728844 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)CCC>[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][CH3:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 6506250HCID 6506250, compound

Product 1

HCID 21612917HCID 21612917, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

2.0 g of E-2-amino-5-phosphono-3-pentenoic acid are suspended in 40 ml of n-butanol and the suspension is saturated with hydrogen chloride gas for 3 hours at 40°. After concentration, the residue is dissolved in 30 ml of n-butanol, 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 butyl ester, m.p. 160°-161°.

Workup

  1. concentrationAfter concentration
  2. dissolutionthe residue is dissolved in 30 ml of n-butanol
  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-c74f7307c27f486b80b55db0e26a1699
Source dataset
uspto-grants-1991_09
Patent number
US05051413

Reaction notes

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