diethyl E-2-amino-4-phosphonomethyl-hept-3-ene-1,7-dicarboxylate → E-2-amino-4-phosphonomethyl-hept-3-ene-1,7-dicarboxylic acid

HRID 654658Notes

Reaction equation

HRID 654658 reaction equation
[NH2:1][CH:2](/[CH:9]=[C:10](/[CH2:19][P:20]([OH:23])([OH:22])=[O:21])\[CH2:11][CH2:12][CH2:13][C:14]([O:16]CC)=[O:15])[CH2:3][C:4]([O:6]CC)=[O:5]>O>[NH2:1][CH:2](/[CH:9]=[C:10](/[CH2:19][P:20]([OH:23])([OH:22])=[O:21])\[CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH2:3][C:4]([OH:6])=[O:5]

Participants

3

Reactant 1

HCID 86746004diethyl E-2-amino-4-phosphonomethyl-hept-3-ene-1,7-dicarboxylate

Product 1

HCID 19886021E-2-amino-4-phosphonomethyl-hept-3-ene-1,7-dicarboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.3 g (4:0 mmol) of diethyl E-2-amino-4-phosphonomethyl-hept-3-ene-1,7-dicarboxylate are heated in 15 ml of water for 23 hours to reflux. The reaction mixture is concentrated to 7 ml and the residue is stirred in an ice bath. The precipitated product is isolated by filtration, affording E-2-amino-4-phosphonomethyl-hept-3-ene-1,7-dicarboxylic acid of m.p. 192° C. (dec.).

Workup

  1. temperatureto reflux
  2. concentrationThe reaction mixture is concentrated to 7 ml
  3. customThe precipitated product is isolated by filtration

Sources & evidence

ORD record
ord-c0067b6a3d1c4210bdadf27618e2e592
Source dataset
uspto-grants-1992_07
Patent number
US05134134

Reaction notes

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