تفاعل #1772052

معادلة التفاعل

HCl

(E)-1-(4-bromo-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one

→

7-bromo-4H-chromen-4-one

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction mixture was heated
2. 2
   درجة الحرارةat reflux 40 min with vigorous stirring
3. 3
   أخرىthe organic layer was separated
4. 4
   استخلاصthe aqueous layer was extracted with dichloromethane
5. 5
   غسيلThe combined organic layers were washed with 3M potassium carbonate soln
6. 6
   تجفيفwater, and dried over Na2SO4
7. 7
   ترشيحFiltration and concentration

الإجراء التجريبي

Conc. HCl (100 mL) was added to a solution of (E)-1-(4-bromo-2-hydroxyphenyl)-3-(dimethylamino)prop-2-en-1-one (31.9 g, 118 mmol) in dichloromethane (900 mL) and the reaction mixture was heated at reflux 40 min with vigorous stirring. After being cooled to room temperature, the organic layer was separated and the aqueous layer was extracted with dichloromethane. The combined organic layers were washed with 3M potassium carbonate soln, water, and dried over Na2SO4. Filtration and concentration gave 7-bromo-4H-chromen-4-one as a pale yellow solid. LCMS 224.9 (M+H); 1H NMR (DMSO-d6) 8.29-8.31 (d, 1H), 7.92-7.99 (m, 2H), 7.64-7.66 (dd, 1H), 6.37-6.39 (d, 1H).

المصدر