反应详情

温度

-10 °C

18 g (70.38 mmol) of (2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl chloride were dissolved in 500 ml of THF, 18.4 ml (105.57 mmol) of N,N-diisopropylethylamine were added and the mixture was cooled to −10° C. 20.07 g (70.38 mmol) of tert-butyl-3-(3-amino-4-chlorophenyl)-propanoate, dissolved in 500 ml of THF, were then added slowly, while care was being taken not to exceed a reaction temperature of 0° C. during the addition. The mixture was then stirred for another 1 h. Water and ethyl acetate were then added to the reaction solution, the organic phase was separated off and the aqueous phase was extracted three more times with ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated on a rotary evaporator. The residue was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 20:1). This gave 30.13 g (59.74 mmol, 85% of theory) of the title compound.

1. additionwere then added slowly, while care
2. customa reaction temperature of 0° C.
3. additionduring the addition
4. customthe organic phase was separated off
5. extractionthe aqueous phase was extracted three more times with ethyl acetate
6. dry with materialThe combined organic phases were dried over sodium sulphate
7. concentrationconcentrated on a rotary evaporator
8. customThe residue was purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 20:1)