Reaktion #1605805

ord-2fa158d62ec74a38928f0596082c51e8

Reaktionsgleichung

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
Ausbeute 171.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwere added
  2. 2
    Temperaturthe mixture was heated
  3. 3
    Sonstigeremoved by a Dean-Stark trap
  4. 4
    EinengenThe reaction solution was concentrated under reduced pressure
  5. 5
    Sonstigea solid obtained
  6. 6
    Waschenwas washed with a mixed solvent of hexane-ethyl acetate (4:1)
  7. 7
    FiltrationThe solid was collected by filtration
  8. 8
    Sonstigedried under reduced pressure

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09072734B2uspto-grants-2015_07