Methacrylonitrile → Butyl ethyl(2-cyano-2-methylethyl)phosphinate

HRID 1028251Notes

Reaction equation

HRID 1028251 reaction equation
[CH2:1]([P:3]([O-:9])[O:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH3:2].[C:10](#[N:14])[C:11]([CH3:13])=[CH2:12]>C1(C)C=CC=CC=1>[CH2:1]([P:3]([CH2:12][CH:11]([C:10]#[N:14])[CH3:13])(=[O:9])[O:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH3:2]

Participants

4

Reactant 2

HCID 31368MethacrylonitrileHCID 86614949Butyl ethyiphosphonite

Product 1

HCID 86657307Butyl ethyl(2-cyano-2-methylethyl)phosphinateYield 84%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

150 g (1 mol) of the butyl ethylphosphonite (produced as in Example 2) and 80 g (1.2 mol) of methacrylonitrile in 217 g of toluene are heated to about 100° C. While stirring, 124 g of a 10% strength solution of WakoV65 in toluene are metered in. The solvent is distilled off in vacuo to obtain 182 g (84% of theory) of butyl ethyl(2-cyano-2-methylethyl)phosphinate.

Workup

  1. distillationThe solvent is distilled off in vacuo

Sources & evidence

ORD record
ord-1f529fc75dbb4bcaa0718f416d6a3a77
Source dataset
uspto-grants-2014_05
Patent number
US08735477B2

Reaction notes

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