反応 #2358525

ord-f10c281bdefe427d9fde890ba1716872

反応方程式

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
収率 78.6%
CS(=O)(=O)c1cc(F)cc(OCCN)c1
2-[3-fluoro-5-(methylsulfonyl)phenoxy]ethanamine
収率 78.6%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted with ethyl acetate (2×100 ml)
  2. 2
    洗浄The combined organic phase was washed with brine (75 ml)
  3. 3
    乾燥dried (Na2SO4)
  4. 4
    その他evaporated

実験手順

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).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09120728B2uspto-grants-2015_09