Reaktion #1555840

ord-9b80516027bc4f0f8fa15843b58caa44

Reaktionsgleichung

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
Ausbeute 78.6%
CS(=O)(=O)c1cc(F)cc(OCCN)c1
2-[3-FLUORO-5-(METHYLSULFONYL)PHENOXY]ETHANAMINE
Ausbeute 78.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ethyl acetate (2×100 ml)
  2. 2
    WaschenThe combined organic phase was washed with brine (75 ml)
  3. 3
    Trocknendried (Na2SO4)
  4. 4
    Sonstigeevaporated

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09006227B2uspto-grants-2015_04