Реакция #2358525

ord-f10c281bdefe427d9fde890ba1716872

Уравнение реакции

CC(C)(C)OC(=O)NCCOc1cc(F)cc(S(C)(=O)=O)c1
tert-butyl 2-[3-fluoro-5-(methylsulfonyl)phenoxy]ethyl-carbamate
Cl
HCl
[Na+].[OH-]
NaOH
CS(=O)(=O)c1cc(F)cc(OCCN)c1
title compound
Выход 78.6%
CS(=O)(=O)c1cc(F)cc(OCCN)c1
2-[3-fluoro-5-(methylsulfonyl)phenoxy]ethanamine
Выход 78.6%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Экстракцияextracted with ethyl acetate (2×100 ml)
  2. 2
    ПромывкаThe combined organic phase was washed with brine (75 ml)
  3. 3
    Сушкаdried (Na2SO4)
  4. 4
    Другоеevaporated

Методика

A mixture of tert-butyl 2-[3-fluoro-5-(methylsulfonyl)phenoxy]ethyl-carbamate (1.4 g, 4.2 mmol) in EtOH (18 ml) was added HCl (1.25 M in EtOH, 6 ml). The mixture was stirred at ambient temperature for 20 h. The aqueous phase was made basic by addition of aqueous NaOH (1 M, 50 ml) and extracted with ethyl acetate (2×100 ml). The combined organic phase was washed with brine (75 ml), dried (Na2SO4) and evaporated to yield the title compound (0.77 g, 77%). MS m/z (relative intensity, 70 eV 298 (M+, 18), 296 (M+, 18), 109 (bp), 107 (99), 82 (15).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09120728B2uspto-grants-2015_09