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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1076278Generated: November 2, 2026

Formaldehyde → Ethyl 2-cyanopropionate

https://huagongshe.com/reaction/1076278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantHydroquinoneHCID 785—
ReactantEthyl cyanoacetateHCID 7764—
ReactantPiperidineHCID 8082—
CatalystPalladiumHCID 23938—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductEthyl 2-cyanopropionateHCID 98018—

Reaction Steps

Using the procedure of Example 9 with 3,616 parts of ethyl cyanoacetate, 10 parts of hydroquinone, 4.3 parts of piperidine, 45 parts of a 3% palladium on charcoal catalyst and 6,500 parts of toluene, treated over 4 hours with 4,000 parts of a solution of 3,000 parts of formalin (36%), 225 parts of glacial acetic acid, 258 parts of piperidine and water to give a total of 4,500 parts, gave 1,488 parts of crude ethyl 2 cyanopropionate which on redistillation yielded 1198.5 parts of a purified product of boiling point 83°-85°C/12-13 mm. of mercury.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03956357
Source datasetuspto-grants-1976_05
ORD IDord-ed7b914f1ddd49369eeeeb9dfe16f97c
Source noteuspto-grants-1976_05