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Hydrochloric Acid → Ethyl phosphonoacetate

HRID 372823
Notes
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Reaction equation

HRID 372823 reaction equation
[P:1]([CH2:5][C:6]([OH:8])=[O:7])([OH:4])([OH:3])=[O:2].Cl.[CH2:10](O)[CH3:11]>>[P:1]([CH2:5][C:6]([O:8][CH2:10][CH3:11])=[O:7])([OH:4])([OH:3])=[O:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 546Phosphonoacetic AcidHCID 702Ethanol

Product 1

HCID 3614325Ethyl phosphonoacetate

Procedure

Into 100 ml. of absolute ethanol was placed 28 g. (0.2 mole) of phosphonoacetic acid. The solution was treated with a stream of dry hydrogen chloride at 0° C. for 45 minutes. After refluxing for 3 hours the solution was allowed to stand overnight at room temperature. Evaporation of the solvent yielded a viscous oil, which was dried in vacuo over P2O5 and NaOH.

Workup

  1. temperatureAfter refluxing for 3 hours the solution
  2. customEvaporation of the solvent
  3. customyielded a viscous oil, which
  4. dry with materialwas dried in vacuo over P2O5 and NaOH

Sources & evidence

ORD record
ord-5ffe54c0372844fe9942268a808f2423
Source dataset
uspto-grants-1978_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04092412

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes