Acrolein → Butyl ethyl(2-formylethyl)phosphinate

HRID 1911717Notes

Reaction equation

HRID 1911717 reaction equation
[CH2:1]([P:3]([O-:9])[O:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH3:2].[CH:10](=[O:13])[CH:11]=[CH2:12]>C1(C)C=CC=CC=1>[CH2:1]([P:3]([CH2:12][CH2:11][CH:10]=[O:13])(=[O:9])[O:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH3:2]

Participants

4

Reactant 2

HCID 7847AcroleinHCID 86614949Butyl ethyiphosphonite

Product 1

HCID 86656679Butyl ethyl(2-formylethyl)phosphinateYield 82.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

149 g (1 mol) of butyl ethyiphosphonite (produced as in Example 2) and 67 g (1.2 mol) of 2-propenal 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 added by metered addition. The solvent is distilled off in vacuo to leave 171 g (78% of theory) of butyl ethyl(2-formylethyl)phosphinate.

Workup

  1. distillationThe solvent is distilled off in vacuo

Sources & evidence

ORD record
ord-a6630c0fde9644a5a47c81c30e037320
Source dataset
uspto-grants-2013_12
Patent number
US08604108B2

Reaction notes

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