反应 #76289

反应方程式

compound ( 27 )

3-Bromo-7,9-dimethoxy-10,11-dihydrodibenz[b,f]oxepin-10-one

pyridine hydrochloride

→

title compound

收率 61.0%

3-Bromo-7,9-dihydroxy-10,11-dihydrodibenz[b,f]oxepin-10-one

收率 61.0%

反应条件

后处理

1. 1
   萃取The resulting solution was extracted with ethyl acetate
2. 2
   洗涤the extract was washed with 1N hydrochloric acid, water
3. 3
   萃取The extract thus
4. 4
   洗涤washed
5. 5
   干燥was dried with anhydrous magnesium sulfate
6. 6
   浓缩concentrated
7. 7
   其他The residue was purified by silica gel column chromatography (developing solvent; ethyl acetate:hexane=1:2)
8. 8
   其他Furthermore, the product thus obtained
9. 9
   其他was recrystallized from dioxane and dioxane-hexane

实验过程

To 395 mg (F.W. 349.18, 15.75 mmol) of dimethoxylated compound (27) was added 2.0 g of pyridine hydrochloride and stirred at 195° C. for 1.5 hours and then, ice water was slowly added thereto. The resulting solution was extracted with ethyl acetate and the extract was washed with 1N hydrochloric acid, water and a saturated sodium chloride aqueous solution in the order named. The extract thus washed was dried with anhydrous magnesium sulfate and then, concentrated. The residue was purified by silica gel column chromatography (developing solvent; ethyl acetate:hexane=1:2). Furthermore, the product thus obtained was recrystallized from dioxane and dioxane-hexane to obtain 223 mg (61%) of the title compound. (TLC; ethyl acetate:hexane=1:2).

来源