反应详情

温度

70 °C

0.21 g of imidazole predissolved in 10 cm3 of dimethylformamide is added to a solution of 0.085 g of sodium hydride in 20 cm3 of dimethylformamide. After the sodium hydride has disappeared, a solution of 1 g of tert-butyl N-[(4RS)-4-(p-toluenesulfonyloxymethyl)-4,5-dihydro-2-thiazolyl]carbamate in 10 cm3 of dimethylformamide is added and the mixture is then stirred at a temperature in the region of 70° C. for 3 hours. The reaction medium is diluted with ethyl acetate, washed with water, dried over magnesium sulfate and then concentrated under reduced pressure (1 kPa) at a temperature in the region of 40° C. The residue obtained is chromatographed on a column of alumina, eluting with ethyl acetate and a mixture of ethyl acetate/methanol (80/20 by volume). The fractions containing the expected product are combined and then concentrated under the above conditions to give 0.25 g of tert-butyl N-[(4RS)-4-(1-imidazolylmethyl)-4,5-dihydro-2-thiazolyl]carbamate in the form of a sticky yellow mass [mass spectrum: DCI m/z=283 MH+ m/z=183 (M-C5H7O2)+].

1. washwashed with water
2. dry with materialdried over magnesium sulfate
3. concentrationconcentrated under reduced pressure (1 kPa) at a temperature in the region of 40° C
4. customThe residue obtained
5. customis chromatographed on a column of alumina
6. washeluting with ethyl acetate
7. additiona mixture of ethyl acetate/methanol (80/20 by volume)
8. additionThe fractions containing the expected product
9. concentrationconcentrated under the above conditions