Hydrochloric Acid → HCID 21612964, compound

HRID 728848Notes

Reaction equation

HRID 728848 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)[CH:15]([CH3:17])[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])[CH:15]([CH3:17])[CH3:16]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6560IsobutanolHCID 6506250HCID 6506250, compound

Product 1

HCID 21612964HCID 21612964, compound

Procedure

1.5 g of E-2-amino-5-phosphono-3-pentenoic acid are suspended in 30 ml of isobutanol and the suspension is saturated with hydrogen chloride gas for 31/2 hours at 70°. After concentration, the residue is dissolved in 10 ml of isobutanol, 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 isobutyl ester, m.p. 163°-164°.

Workup

  1. custom2 hours
  2. customat 70°
  3. concentrationAfter concentration
  4. dissolutionthe residue is dissolved in 10 ml of isobutanol
  5. addition10 ml of propylene oxide are added
  6. filtrationthe precipitate is filtered off
  7. customRecrystallisation from water/acetone 1:1

Sources & evidence

ORD record
ord-490da27479e9481682b0cd0f285ed903
Source dataset
uspto-grants-1991_09
Patent number
US05051413

Reaction notes

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