HCID 21612897, compound → HCID 19804938, compound

HRID 1682327Notes

Reaction equation

HRID 1682327 reaction equation
C([O:3][C:4](=[O:22])[CH:5]([NH:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)/[CH:6]=[C:7](\[CH3:13])/[CH2:8][P:9]([OH:12])([OH:11])=[O:10])C>O>[CH2:15]([NH:14][CH:5](/[CH:6]=[C:7](\[CH3:13])/[CH2:8][P:9]([OH:11])([OH:12])=[O:10])[C:4]([OH:22])=[O:3])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 1

HCID 21612897HCID 21612897, compound

Product 1

HCID 19804938HCID 19804938, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1.00 g of E-2-benzylamino-4-methyl-5-phosphono-3-pentenoic acid ethyl ester in 6 ml of water is stirred under reflux for 20 hours. The reaction mixture is concentrated to dryness by evaporation in vacuo. Ethanol is added to the residue, and the mixture is again concentrated by evaporation. This process is repeated twice more. The residue is dissolved in boiling methanol. After cooling there is obtained crystalline E-2-benzylamino-4-methyl-5-phosphono-3-pentenoic acid, m.p. 150° (decomp.).

Workup

  1. temperatureunder reflux for 20 hours
  2. concentrationThe reaction mixture is concentrated to dryness by evaporation in vacuo
  3. additionEthanol is added to the residue
  4. concentrationthe mixture is again concentrated by evaporation
  5. dissolutionThe residue is dissolved
  6. temperatureAfter cooling there

Sources & evidence

ORD record
ord-5957bc2bcd3d4e96bac6fb48987e8bad
Source dataset
uspto-grants-1992_12
Patent number
US05175344

Reaction notes

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