Reaktion #1447086

Reaktionsgleichung

D-Homophenylalanine hydrochloride

benzyl alcohol

p-toluenesulfonic acid monohydrate

→

title product

Ausbeute 83.7%

D-Homophenylalanine Benzyl ester Tosylate

Ausbeute 83.7%

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat 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
   SonstigeThe residue was triturated with diethyl ether
4. 4
   Filtrationthe solid was filtered
5. 5
   Sonstigedried

Vorschrift

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).

Quelle