Reaction #1458440

Reaction equation

Phenylalanine methyl ester

Cyclohexanoyl chloride

→

N-cyclohexanoylphenylalanine methyl ester

Solvents

pyridine

Conditions

Workup

1. 1
   workup.ADDITIONThe reaction mixture is poured onto hydrochloric acid (IN)
2. 2
   Othercrushed ice
3. 3
   ExtractionThe aqueous mixture is extracted twice with toluene
4. 4
   ConcentrationThe combined toluene extracts are concentrated in vacuo

Procedure

Phenylalanine methyl ester (1 g., 0.0046 moles) is dissolved in pyridine 5 mL. Cyclohexanoyl chloride (0.62 mL) is added and the mixture is stirred for 2 hours. The reaction mixture is poured onto hydrochloric acid (IN) and crushed ice. The aqueous mixture is extracted twice with toluene. The combined toluene extracts are concentrated in vacuo to give 1.1 g of crude N-cyclohexanoylphenylalanine methyl ester.

Source