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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 364676Generated: October 26, 2026

Hydrochloric Acid → 2-Propenamide, N-(2-ethylhexyl)-

https://huagongshe.com/reaction/364676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDichloromethaneHCID 6344—
Reactant2-EthylhexylamineHCID 7719—
ReactantMethyl 7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylateHCID 12271748—
SolventWaterHCID 962—
Product2-Propenamide, N-(2-ethylhexyl)-HCID 10464979—

Reaction Conditions

Temperature140 °C

Reaction Steps

7.2 parts 30% methanolic Na-methylate solution are added to 64.5 parts 2-ethylhexylamine. 77 parts 2-carbomethoxy-7-oxabicyclo(2,2,1)hept-5-ene are added drop-wise at 30° to 35° C. during cooling. The reaction medium is then stirred for 15 hours and neutralised with 4 parts concentrated hydrochloric acid. 100 parts methylene chloride and 50 parts water are added, the organic phase separated off, and the aqueous phase extracted twice with 25 ml methylene chloride in each instance. The combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C. and a vacuum of 20 Torr. The residue is heated under a high vacuum to 110° to 120° C. (bath temperature 140° C.). On conclusion of the furane separation, the sedimentation temperature increases and the product distills over. 66.6 parts N(2-ethylhexyl)acrylamide with a boiling point of 123° C. at 0.4 Torr are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04605740
Source datasetuspto-grants-1986_08
ORD IDord-40c98682a7514ca69888367bd7e5dca6
Source noteuspto-grants-1986_08