Реакция #1605805

ord-2fa158d62ec74a38928f0596082c51e8

Уравнение реакции

Nc1cc(CCCC(=O)O)ccc1-c1ccccc1
4-(3-Amino-4-phenylphenyl)butyric acid
Cc1ccc(S(=O)(=O)O)cc1.O
tosylic acid hydrate
O
water
Cc1ccc(S(=O)(=O)O)cc1.Nc1cc(CCCC(=O)OCc2ccccc2)ccc1-c1ccccc1
benzyl 4-(3-amino-4-phenylphenyl)butyrate tosylate
Выход 171.2%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONwere added
  2. 2
    Температураthe mixture was heated
  3. 3
    Другоеremoved by a Dean-Stark trap
  4. 4
    КонцентрированиеThe reaction solution was concentrated under reduced pressure
  5. 5
    Другоеa solid obtained
  6. 6
    Промывкаwas washed with a mixed solvent of hexane-ethyl acetate (4:1)
  7. 7
    ФильтрацияThe solid was collected by filtration
  8. 8
    Другоеdried under reduced pressure

Методика

To a suspension of 4-(3-Amino-4-phenylphenyl)butyric acid (21.6 g, 84.6 mmol) in toluene (300 mL), benzyl alcohol (50 mL) and tosylic acid hydrate (17.7 g, 93.0 mmol) were added, and the mixture was heated under reflux for 5 hours with water removed by a Dean-Stark trap. The reaction solution was concentrated under reduced pressure and a solid obtained was washed with a mixed solvent of hexane-ethyl acetate (4:1). The solid was collected by filtration and dried under reduced pressure to obtain benzyl 4-(3-amino-4-phenylphenyl)butyrate tosylate (41.2 g).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09072734B2uspto-grants-2015_07