反应 #2358525

ord-f10c281bdefe427d9fde890ba1716872

反应方程式

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

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取extracted with ethyl acetate (2×100 ml)
  2. 2
    洗涤The combined organic phase was washed with brine (75 ml)
  3. 3
    干燥dried (Na2SO4)
  4. 4
    其他evaporated

实验过程

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).

来源

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