Hydrochloric Acid → HCID 21612942, compound

HRID 728845Notes

Reaction equation

HRID 728845 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][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>>[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][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 9571-OctanolHCID 6506250HCID 6506250, compound

Product 1

HCID 21612942HCID 21612942, compound

Procedure

2.0 g of E-2-amino-5-phosphono-3-pentenoic acid are suspended in 30 ml of n-octanol and the suspension is saturated with hydrogen chloride gas for 4 hours at 70°. The mixture is concentrated in vacuo at 70° to half its volume, 50 ml of diethyl ether and 15 ml of propylene oxide are added and the whole is filtered. Recrystallisation from water/acetone 1:1 yields E-2-amino-5-phosphono-3-pentenoic acid octylester, m.p. 161°-162°.

Workup

  1. concentrationThe mixture is concentrated in vacuo at 70° to half its volume, 50 ml of diethyl ether and 15 ml of propylene oxide
  2. additionare added
  3. filtrationthe whole is filtered
  4. customRecrystallisation from water/acetone 1:1

Sources & evidence

ORD record
ord-fb59a8288ba545ceb90525d963185407
Source dataset
uspto-grants-1991_09
Patent number
US05051413

Reaction notes

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