Ammonia → Tetraethyl 2,2'-iminobis(ethylphosphonate)

HRID 424300

Reaction equation

HRID 424300 reaction equation
[CH:1]([P:3](=[O:10])([O:7][CH2:8][CH3:9])[O:4][CH2:5][CH3:6])=[CH2:2].[NH3:11]>O>[NH:11]([CH2:2][CH2:1][P:3](=[O:10])([O:7][CH2:8][CH3:9])[O:4][CH2:5][CH3:6])[CH2:2][CH2:1][P:3](=[O:10])([O:7][CH2:8][CH3:9])[O:4][CH2:5][CH3:6]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 69629Diethyl vinylphosphonate

Product 1

HCID 12711218Tetraethyl 2,2'-iminobis(ethylphosphonate)Yield 73%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of diethyl vinylphosphonate (10.52 g; 0.062 moles) in concentrated ammonia (14.4 g) is stirred for 2 days at room temperature. The reaction mixture is diluted with water (100 ml), extracted with dichloromethane (4×30 ml) and dried over MgSO4. Stripping of the solvent in vacuo until constant weight affords a colorless liquid (8.36 g; yield 73%).

Workup

  1. extractionextracted with dichloromethane (4×30 ml)
  2. dry with materialdried over MgSO4
  3. customStripping of the solvent in vacuo until constant weight affords a colorless liquid (8.36 g; yield 73%)

Sources & evidence

ORD record
ord-27b5ed5b345f4eebb5ce745533c42da5
Source dataset
uspto-grants-2012_01
Patent number
US08105689B2

Linked notes

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