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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 745456Generated: November 1, 2026

3-Butenenitrile, 2-(acetyloxy)- → Isobutyl (3-(acetyloxy)-3-cyanopropyl)methylphosphinate

https://huagongshe.com/reaction/745456

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Butenenitrile, 2-(acetyloxy)-HCID 85891—
ReactantIsobutyl methanephosphoniteHCID 86741778—
ProductIsobutyl (3-(acetyloxy)-3-cyanopropyl)methylphosphinateHCID 44149733100.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

208 g of isobutyl methanephosphonite are heated to 80° C. under nitrogen. 0.5 g of tert.-butyl perpivalate is added to the hot reaction solution, and 63.9 g of acrolein cyanohydrin acetate and 2.5 g of tert.-butyl perpivalate are added dropwise within 2.3 hours. The mixture is stirred at 80° C. for 5 min, and 133.9 g of isobutyl methanephosphonite are distilled out under high vacuum (recovery: 91.3%; purity: 97%). 134.6 g of isobutyl (3-acetoxy-3-cyanopropyl)methylphosphinate (yield: 97.8%, purity 95%) are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04599207
Source datasetuspto-grants-1986_07
ORD IDord-180f8e4ded9d4f7484ad4ea3f7ea779a
Source noteuspto-grants-1986_07