反应详情

21.0 mL (258 mmol) chloroacetyl chloride are added dropwise to 60.0 g (233 mmol) 1-(3-amino-5-benzyloxy-2-hydroxy-phenyl)-ethanone and 70.0 g (506 mmol) potassium carbonate while being cooled with the ice bath. Then the mixture is stirred overnight at ambient temperature and then for 6 hours at reflux temperature. The hot reaction mixture is filtered, then evaporated down to approx. 400 mL and combined with ice water. The precipitate obtained is suction filtered, dried and purified by chromatography on a short silica gel column (dichloromethane:methanol=99:1). The fractions containing the product are evaporated down, suspended in isopropanol/diisopropylether, suction filtered and washed with diisopropylether. Yield: 34.6 g (50%); mass spectroscopy [M+H]+=298.

1. temperaturefor 6 hours at reflux temperature
2. filtrationThe hot reaction mixture is filtered
3. customevaporated down to approx. 400 mL
4. customThe precipitate obtained
5. filtrationfiltered
6. customdried
7. custompurified by chromatography on a short silica gel column (dichloromethane:methanol=99:1)
8. additionThe fractions containing the product
9. customare evaporated down
10. filtrationsuction filtered
11. washwashed with diisopropylether