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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1390269Generated: November 2, 2026

L-Phenylalanine → HCID 22806804, compound

https://huagongshe.com/reaction/1390269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-PhenylalanineHCID 6140—
ReactantBenzyl ChlorideHCID 7503—
ReactantCarbonyl SulfideHCID 10039—
ReactantSodium CarbonateHCID 10340—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventHexaneHCID 8058—
ProductHCID 22806804HCID 22806804—

Reaction Steps

9.9 G (0.06 mol) of L-phenylalanine and 5.8 g (0.055 mol) of sodium carbonate were dissolved in 150 ml of water, into which 3.0 g (0.05 mol) of carbonyl sulfide was blown at a temperature of from 10° to 15° C. in 30 minutes. The mixture was then stirred for 30 minutes. To the mixture was added 6.3 g (0.05 mol) of benzylchloride dissolved in 90 ml of acetone dropwise in 15 minutes and the mixture was stirred for 2 hours at room temperature. After completion of the reaction, acetone was removed off from the solution by evaporating under reduced pressure. The residue was washed with 100 ml of benzene and the aqueous layer was acidified with concentrated hydrochloric acid to liberate an oily substance which was extracted twice with ethylacetate (each 100 ml). The ethylacetate layer was washed twice with water (each 100 ml) and was dried over anhydrous sodium sulfate. After drying, the drying agent was filtered. The filtrate was evaporated under reduced pressure to give a syrup-like substance which were added with 20 ml of ether and 50 ml of n-hexane. The mixed solution was stood in cold place to obtain 11.6 g of white powdery substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04138485
Source datasetuspto-grants-1979_02
ORD IDord-acf4f34118364c3b93818c2a8cb1313f
Source noteuspto-grants-1979_02