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Ethyl 3-amino-2-methylpropyl(diethoxymethyl)phosphinate → 3-Amino-2-methylpropylphosphonous acid monohydrate

HRID 1165310
Notes
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Reaction equation

HRID 1165310 reaction equation
[NH2:1][CH2:2][CH:3]([CH3:17])[CH2:4][P:5](C(OCC)OCC)(=[O:9])[O:6]CC>Cl>[OH2:6].[NH2:1][CH2:2][CH:3]([CH3:17])[CH2:4][P:5]([OH:9])[OH:6]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 14362817Ethyl 3-amino-2-methylpropyl(diethoxymethyl)phosphinate

Product 1

HCID 867414053-Amino-2-methylpropylphosphonous acid monohydrate

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 6.0 g of ethyl 3-amino-2-methylpropyl(diethoxymethyl)phosphinate in 30 ml of 36% aqueous hydrochloric acid is heated to reflux for a period of 7 hours. The reaction mixture is then allowed to cool to room temperature, concentrated under reduced pressure and co-evaporated twice with 10 ml of water under reduced pressure. The crude product is dissolved in 50 ml of dry ethanol and 5 ml of propylene oxide is added dropwise. The precipitated solid is collected by filtration and dried to give 3-amino-2-methylpropylphosphonous acid monohydrate, m.p. 96°-100° C., 31P=+25.8 ppm (D2O).

Workup

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
  1. temperatureto reflux for a period of 7 hours
  2. concentrationconcentrated under reduced pressure
  3. dissolutionThe crude product is dissolved in 50 ml of dry ethanol
  4. addition5 ml of propylene oxide is added dropwise
  5. filtrationThe precipitated solid is collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-e623733054624cb69c3e26629995dd45
Source dataset
uspto-grants-1990_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04908465

Reaction notes

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