Ethyl 3-amino-2-(p-chlorophenyl)propyl(diethoxymethyl)phosphinate → 3-Amino-2-(4-chlorophenyl)propylphosphonous acid hydrochloride

HRID 5187Notes

Reaction equation

HRID 5187 reaction equation
[NH2:1][CH2:2][CH:3]([C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=1)[CH2:4][P:5](C(OCC)OCC)(=[O:9])[O:6]CC>Cl>[ClH:23].[NH2:1][CH2:2][CH:3]([C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=1)[CH2:4][P:5]([OH:9])[OH:6]

Participants

3

Reactant 1

HCID 14362833Ethyl 3-amino-2-(p-chlorophenyl)propyl(diethoxymethyl)phosphinate

Product 1

HCID 677836693-Amino-2-(4-chlorophenyl)propylphosphonous acid hydrochloride

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 5.0 g of ethyl 3-amino-2-(4-chlorophenyl)propyl(diethoxymethyl)phosphinate in 60 ml of 36% aqueous hydrochloric acid is heated to reflux for a period of 1 hour. The reaction mixture is then allowed to cool to room temperature, concentrated under reduced pressure, and co-evaporated three times with 20 ml of water under reduced pressure to give 3-amino-2-(4-chlorophenyl)propylphosphonous acid hydrochloride, as a hygroscopic solid, 31P=+30.1 ppm (D2O).

Workup

  1. temperatureto reflux for a period of 1 hour
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-19a9b1f0815341adbd64aa967ff7b15f
Source dataset
uspto-grants-1993_09
Patent number
US05243062

Reaction notes

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