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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576012Generated: October 30, 2026

1,4-Butanediol → 4-Hydroxybutyl ethyl(2-cyanoethyl)phosphinate

https://huagongshe.com/reaction/576012

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-ButanediolHCID 8064—
ReactantEthyl(2-cyanoethyl)phosphinic acidHCID 46929271—
SolventTolueneHCID 1140—
Product4-Hydroxybutyl ethyl(2-cyanoethyl)phosphinateHCID 8665730192%

Reaction Steps

441 g (3.0 mol) of ethyl-2-cyanoethylphosphinic acid (produced as in Example 5) are at 80° C. dissolved in 400 ml of toluene and admixed with 315 g (3.5 mol) of 1,4-butanediol and esterified at about 100° C. in a distillation apparatus equipped with water trap during 4 h. On completion of the esterification the toluene and excess ethyl glycol is removed in vacuo to leave 604 g (92% of theory) of 4-hydroxybutyl ethyl(2-cyanoethyl)phosphinate as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09035088B2
Source datasetuspto-grants-2015_05
ORD IDord-6fc92ffbb8244d1c912c80145f521777
Source noteuspto-grants-2015_05