反应 #1447086

ord-5626f63031f94706af168d5c2b0968a9

反应方程式

Cl.N[C@H](CCc1ccccc1)C(=O)O
D-Homophenylalanine hydrochloride
OCc1ccccc1
benzyl alcohol
Cc1ccc(S(=O)(=O)O)cc1.O
p-toluenesulfonic acid monohydrate
Cc1ccc(S(=O)(=O)O)cc1.N[C@H](CCc1ccccc1)C(=O)OCc1ccccc1
title product
收率 83.7%
Cc1ccc(S(=O)(=O)O)cc1.N[C@H](CCc1ccccc1)C(=O)OCc1ccccc1
D-Homophenylalanine Benzyl ester Tosylate
收率 83.7%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度at 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
    其他The residue was triturated with diethyl ether
  4. 4
    过滤the solid was filtered
  5. 5
    其他dried

实验过程

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).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07879795B2uspto-grants-2011_02