반응 #1447086

ord-5626f63031f94706af168d5c2b0968a9

반응 방정식

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
수율 83.7%
Cc1ccc(S(=O)(=O)O)cc1.N[C@H](CCc1ccccc1)C(=O)OCc1ccccc1
D-Homophenylalanine Benzyl ester Tosylate
수율 83.7%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도at 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
    기타The residue was triturated with diethyl ether
  4. 4
    여과the solid was filtered
  5. 5
    기타dried

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07879795B2uspto-grants-2011_02