Isopropanol → Isopropyl 2-cyanoethyl(ethyl)phosphinate

HRID 973599Notes

Reaction equation

[CH:1]([O:4][P:5]([CH2:7][CH3:8])[OH:6])([CH3:3])[CH3:2].[C:9](#[N:12])[CH:10]=[CH2:11].C(O)(C)C.[Na]>>[C:9]([CH2:10][CH2:11][P:5]([CH2:7][CH3:8])(=[O:6])[O:4][CH:1]([CH3:3])[CH3:2])#[N:12]

Participants

Reactant 4

HCID 3776Isopropanol

HCID 7855Acrylonitrile

HCID 5360545Sodium

HCID 18981632Isopropyl hydrogen ethylphosphonite

Product 1

HCID 19090919Isopropyl 2-cyanoethyl(ethyl)phosphinate

Procedure

To 34 g of ethylphosphonous acid-isopropylester and 16.45 ml of acrylonitrile is added with stirring 40 ml of isopropanol containing 0.25 mol of sodium isopropylate. The reaction is exothermic. After 1 hour stirring at 20° the mixture is fractionated. There is obtained isopropyl 2-cyanoethyl(ethyl)phosphinate as a colorless oil, b.p. 102°-104°/10 Pa.

Sources & evidence

ORD record: ord-902f19aa31214468a74a5d56a4dca879
Source dataset: uspto-grants-1991_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05064819

Reaction notes

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