Pyrogallol → HCID 20036523, compound

Temperature

80 °C

A suspension of pyrogallol (126 g) and potassium carbonate (138 g) in dimethylformamide (500 mL) was stirred at 80° C. for 2 hours. 1,2-Dibromoethane (188 g) was then added dropwise over a 4 hour period and the resulting mixture was stirred at 80° C. overnight. Upon cooling, the mixture was filtered, and the filtrate was evaporated, dissolved in water (200 mL) and acidified with concentrated hydrochloric acid. The resulting mixture was extracted with toluene. The orgainc extract was washed with water, dried over sodium sulfate, filtered and evaporated. Fractional distillation (82° C., 0.05 mm) afforded 54.7 g of 2,6-ethylenedioxyphenol, as an oil. Similary, using the above procedure but substituting 1,3-dibromopropane for 1,2-dibromoethane 2,3-propylenedioxyphenol, mp 110°-111° C. was prepared.

1. stirringthe resulting mixture was stirred at 80° C. overnight
2. temperatureUpon cooling
3. filtrationthe mixture was filtered
4. customthe filtrate was evaporated
5. dissolutiondissolved in water (200 mL)
6. extractionThe resulting mixture was extracted with toluene
7. extractionThe orgainc extract
8. washwas washed with water
9. dry with materialdried over sodium sulfate
10. filtrationfiltered
11. customevaporated
12. distillationFractional distillation (82° C., 0.05 mm)

ORD record

ord-6cede5e39c924b3da17fd36cef9d0e63

Source dataset

uspto-grants-1989_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04840965