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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1719610Generated: October 27, 2026

Hydrochloric Acid → Ethyl 3-amino-3-phenylprop-2-enoate

https://huagongshe.com/reaction/1719610

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIodineHCID 807—
ReactantBenzonitrileHCID 7505—
ReactantEthyl bromoacetateHCID 7748—
ReactantDiglymeHCID 8150—
CatalystZincHCID 23994—
ProductEthyl 3-amino-3-phenylprop-2-enoateHCID 31293495%

Reaction Steps

21 g of (97.2%) zinc dust are treated, according to Example 4, with 2% (by weight) aqueous hydrochloric acid. The zinc activated in this manner is placed into 75 ml of diethylene glycol dimethyl ether, and 0.6 g of iodine is added. There is then added at 25° C. (if necessary with external cooling) a mixture of 16.7 ml of bromoacetic acid ethyl ester and 15.4 ml of benzonitrile. The mixture is stirred for 17 hours at room temperature, and subsequently processed basically analogously to Example 2. The β-aminocinnamic acid ethyl ester is obtained in 95% yield. When in the above Example the solvent diethylene glycol dimethyl ether is replaced by toluene or diethyl ether, the procedure being otherwise the same, there are likewise obtained good yields of β-aminocinnamic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04540791
Source datasetuspto-grants-1985_09
ORD IDord-92ca3cfc34004672a191bb5ad791d971
Source noteuspto-grants-1985_09