Reacción #1447086

Ecuación de reacción

D-Homophenylalanine hydrochloride

benzyl alcohol

p-toluenesulfonic acid monohydrate

→

title product

Rendimiento 83.7%

D-Homophenylalanine Benzyl ester Tosylate

Rendimiento 83.7%

Disolventes

benzene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux in Dean Stark apparatus during 5 hrs
2. 2
   workup.DISTILLATIONafter which time additional benzene (100 mL) was distilled from reaction mixture
3. 3
   OtroThe residue was triturated with diethyl ether
4. 4
   Filtraciónthe solid was filtered
5. 5
   Otrodried

Procedimiento

A solution of D-Homophenylalanine hydrochloride (1.7 g, 7.93 mmol), benzyl alcohol (7.2 mL, 64.0 mmol) and p-toluenesulfonic acid monohydrate (1.8 g, 9.5 mmol) in benzene (30 mL) was heated at reflux in Dean Stark apparatus during 5 hrs, after which time additional benzene (100 mL) was distilled from reaction mixture. The residue was triturated with diethyl ether, the solid was filtered and dried to give title product (2.93 g).

Fuente