3-(p-Chlorobenzylamino)propyl(n-butyl)phosphinic acid ethyl ester → 3-(p-Chlorobenzylamino)propyl(n-butyl)phosphinic acid hydrochloride

HRID 1077696Notes

Reaction equation

HRID 1077696 reaction equation
C([O:3][P:4]([CH2:10][CH2:11][CH2:12][NH:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1)([CH2:6][CH2:7][CH2:8][CH3:9])=[O:5])C>Cl>[ClH:21].[Cl:21][C:18]1[CH:17]=[CH:16][C:15]([CH2:14][NH:13][CH2:12][CH2:11][CH2:10][P:4]([CH2:6][CH2:7][CH2:8][CH3:9])(=[O:3])[OH:5])=[CH:20][CH:19]=1

Participants

3

Reactant 1

HCID 537557203-(p-Chlorobenzylamino)propyl(n-butyl)phosphinic acid ethyl ester

Product 1

HCID 217491203-(p-Chlorobenzylamino)propyl(n-butyl)phosphinic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 1.86 g of 3-(p-chlorobenzylamino)propyl(n-butyl)phosphinic acid ethyl ester in 30 ml of semi-concentrated hydrochloric acid is heated under reflux overnight, a clear solution forming after only 10 minutes. The solution is then cooled to 0°, whereupon a white precipitate forms. The precipitate is filtered off, washed with water and dried under reduced pressure at 60°. Recrystallisation from water and drying yield 3-(p-chlorobenzylamino)propyl(n-butyl)phosphinic acid hydrochloride having a melting pint of 212°-214°.

Workup

  1. temperatureunder reflux overnight
  2. customa clear solution forming after only 10 minutes
  3. temperatureThe solution is then cooled to 0°, whereupon a white precipitate forms
  4. filtrationThe precipitate is filtered off
  5. washwashed with water
  6. customdried under reduced pressure at 60°
  7. customRecrystallisation from water
  8. customdrying

Sources & evidence

ORD record
ord-43e2212ed8954b9f827b351b65bd5c20
Source dataset
uspto-grants-1996_08
Patent number
US05545631

Reaction notes

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