반응 #88924

반응 방정식

2,2,2-trichloroethyl chloroformate

Intermediate 54b

5-tert-Butyl-2-(3-methyl-5-triisopropylsilanyloxy-phenyl)-2H-pyrazol-3-ylamine

sodium hydroxide

→

title compound

수율 103.0%

[5-tert-Butyl-2-(3-methyl-5-triisopropylsilanyloxy-phenyl)-2H-pyrazol-3-yl]-carbamic acid 2,2,2-trichloro-ethyl ester

수율 103.0%

용매

EtOAc

ethyl acetate

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture stirred vigorously at RT for 3.5 h
2. 2
   세척washed with water and brine
3. 3
   기타dried
4. 4
   농축concentrated in vacuo
5. 5
   기타The residue was purified by FCC

실험 절차

To a solution of Intermediate 54b (0.73 g, assumed 1.70 mmol) in ethyl acetate (8 mL) was added 1N sodium hydroxide solution (4.5 mL, 4.50 mmol). Stirred for 5 min then 2,2,2-trichloroethyl chloroformate (275 μL, 2.00 mmol) was added and the mixture stirred vigorously at RT for 3.5 h. Diluted with EtOAc, washed with water and brine, dried, and concentrated in vacuo. The residue was purified by FCC, using 0-15% EtOAc in cyclohexane, to give the still impure title compound (1.01 g). 1H NMR (300 MHz, CDCl3): inter alia 1.02-1.15 (18H, m), 1.18-1.38 (12H, m), 2.34 (3H, s), 4.82 (2H, s), 6.43 (1H, s), 6.69-6.77 (2H, m), 6.84-6.96 (2H, m).

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