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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 596177Generated: October 25, 2026

Ethanol → N-Acetyl-L-phenylalanine

https://huagongshe.com/reaction/596177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant2-(Acetylamino)-3-phenyl-2-propenoic acidHCID 95631—
ReactantDiphosphaneHCID 139283—
ReactantHCID 178418361HCID 178418361—
SolventTriethylamineHCID 8471—
ProductN-Acetyl-L-phenylalanineHCID 7483982%

Reaction Steps

3.1 mg of the complex of the formula [RhCl-1,5-cyclooctadiene]2, 57 mg of the diphosphine of Example 1 and 400 cm3 of ethyl alcohol are introduced under an argon atmosphere into a reactor. The mixture is stirred for 1 hour. 66.62 g of α-acetamidocinnamic acid and 25 microlitres of triethylamine are then added and hydrogen is introduced under a pressure of 1 bar at 25° C. After 4 hours 30 minutes the hydrogenation is complete. After treatment to remove the catalyst similar to that of Example 5, N-acetylphenylalanine is obtained, after extraction, in 97% chemical yield and with an optical rotation [α]D22 of 42.5° (optical yield 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04010181
Source datasetuspto-grants-1977_03
ORD IDord-7b78a90c575e417c880f20ee6c4b724e
Source noteuspto-grants-1977_03