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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1390270Generated: October 30, 2026

L-Phenylalanine → HCID 54152741, compound

https://huagongshe.com/reaction/1390270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-PhenylalanineHCID 6140—
Reactant4-Methylbenzyl chlorideHCID 7722—
ReactantTriethylamineHCID 8471—
ReactantCarbonyl SulfideHCID 10039—
Reactant1,4-DioxaneHCID 31275—
SolventWaterHCID 962—
ProductHCID 54152741HCID 5415274178.1%

Reaction Conditions

Temperature10 °C

Reaction Steps

16.5 G (0.1 mol) of L-phenylalanine and 27.8 ml (0.2 mol) of triethylamine were dissolved in 100 ml of water. To this solution was added dropwise 150 ml of dioxane containing 6.0 g (0.1 mol) of carbonyl sulfide at a temperature of from 5°to 10° C in 15 minutes while cooling with ice. After stirring at a temperature of 10° C for 15 minutes, 14.1 g (0.1 mol) of 4-methylbenzylchloride was added dropwise to the solution in 10 minutes and the solution was then stirred at room temperature for 1 hour. After completion of the reaction, a syrup-like substance was formed in a similar manner to that described in Example 1, which was then crystallized from 60 ml of ethylacetate and 300 ml of petroleum ether to obtain 25.7 g of white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04138485
Source datasetuspto-grants-1979_02
ORD IDord-73d1522a07ae417ea6e6b6d6f63b8a4c
Source noteuspto-grants-1979_02