L-Phenylalanine → HCID 22806798, compound

Participants

Reaction Conditions

Reaction Steps

8.3 G (0.05 mol) of L-phenylalanine and 13.9 ml (0.1 mol) of triethylamine were dissolved in 100 ml of water. To the solution was dropwise added 100 ml of dioxane containing 3.0 g (0.05 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, 8.8 g (0.05 mol) of 1-(chloromethyl)-naphthalene was dropwise added to the mixture in 10 minutes and the mixture was then stirred at room temperature for 1 hour. After completion of reaction, the syrup-like substance obtained in a similar manner to that described in Example 6 was crystallized from 80 ml of ether and 100 ml of n-hexane to yield 14.8 g of white crystals.

Provenance & Evidence