Réaction #1447086

Équation de réaction

D-Homophenylalanine hydrochloride

benzyl alcohol

p-toluenesulfonic acid monohydrate

→

title product

Rendement 83.7%

D-Homophenylalanine Benzyl ester Tosylate

Rendement 83.7%

Solvants

benzene

Conditions de réaction

Traitement

1. 1
   Températureat 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
   AutreThe residue was triturated with diethyl ether
4. 4
   Filtrationthe solid was filtered
5. 5
   Autredried

Mode opératoire

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).

Source