Hydrochloric Acid → HCID 88508788, compound

HRID 1682280Notes

Reaction equation

HRID 1682280 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)(CC)C>[CH:2]([O:4][C:3](=[O:5])[CH:2]([NH2:1])/[CH:6]=[CH:7]/[CH2:8][P:9]([OH:12])([OH:11])=[O:10])([CH2:6][CH3:7])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 6506250HCID 6506250, compound

Product 1

HCID 88508788HCID 88508788, compound

Reagents, catalysts & solvents 1

HCID 6568(+-)-2-ButanolSolvent

Procedure

1.5 g of E-2-amino-5-phosphono-3-pentenoic acid are suspended in 30 ml of sec.-butanol and the suspension is saturated with hydrogen chloride gas for 4 hours at 75°. After concentration, the residue is dissolved in 10 ml of 2-butanol, 10 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 sec.-butyl ester, m.p. 169°-170°.

Workup

  1. concentrationAfter concentration
  2. dissolutionthe residue is dissolved in 10 ml of 2-butanol
  3. addition10 ml of propylene oxide are added
  4. filtrationthe precipitate is filtered off
  5. customRecrystallisation from water/acetone 1:1

Sources & evidence

ORD record
ord-b03afb695bed43d39a4539aebc4b765d
Source dataset
uspto-grants-1992_12
Patent number
US05175344

Reaction notes

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