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Hydrochloric Acid → Ethyl(2-ethoxyethyl)phosphinic acid

HRID 878923
Notes
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Reaction equation

HRID 878923 reaction equation
[CH2:1]([P:3]([CH2:10][CH2:11][O:12][CH2:13][CH3:14])(=[O:9])[O:4]CCCC)[CH3:2].Cl>>[CH2:1]([P:3]([CH2:10][CH2:11][O:12][CH2:13][CH3:14])(=[O:4])[OH:9])[CH3:2]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 46241032Butyl ethyl(2-ethoxyethyl)phosphinate

Product 1

HCID 46235414Ethyl(2-ethoxyethyl)phosphinic acidYield 94%

Conditions

Temperature
90 °C

Procedure

In a stirred apparatus, 222 g (1 mol) of butyl ethyl(2-ethoxyethyl)phosphinate (produced as in Example 7) are dissolved in 200 ml (2 mol) of concentrated hydrochloric acid. The efficiently stirred mixture is heated to about 90° C. and reacted at that temperature for about 8 hours. The water is then completely distilled off in vacuo. The residue is taken up in acetic acid and extracted. The solvent of the filtrate is removed in vacuo to obtain 156 g (94% of theory) of ethyl-(2-ethoxyethyl)phosphinic acid as oil.

Workup

  1. customreacted at that temperature for about 8 hours
  2. distillationThe water is then completely distilled off in vacuo
  3. extractionextracted
  4. customThe solvent of the filtrate is removed in vacuo

Sources & evidence

ORD record
ord-b9e2c79d620845b892b03ee8162c9bde
Source dataset
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08987489B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes