Sulfuric Acid → 2,5-Heptadien-4-one, 3,5-dibromo-2,6-dimethyl-

The above crude, 2,3,5,6-tetrabromo-2,6-dimethyl-4-heptanone was dissolved in 200 ml. of methylene chloride and the solution was cooled to about -10° C. with an ice-methanol bath. To this solution, 250 ml of pyridine was added under a nitrogen atmosphere. The mixture was stirred about fifteen hours while the temperature was maintained at less than 25° C. The reaction mixture was poured into 800 ml of 15% solution of sulfuric acid in ice water (prepared by the addition of ice to 400 ml of 30% of sulfuric acid solution until the total volume reached 800 ml). The aqueous layer was extracted with three 150 ml portions of methylene chloride. The combined methylene chloride extracts were washed with two 250 ml portions of 30% aqueous sulfuric acid and then with three 300 ml portions of water, dried over anhydrous sodium sulfate and evaporated under reduced pressure (pot temperature less than 50° C.). 3,5-Dibromo-2,6-dimethyl-2,5-heptadiene-4-one (wt. 157.75 g) was obtained as a light brown oil containing about 8% solvent.

1. temperaturewas maintained at less than 25° C
2. extractionThe aqueous layer was extracted with three 150 ml portions of methylene chloride
3. washThe combined methylene chloride extracts were washed with two 250 ml portions of 30% aqueous sulfuric acid
4. dry with materialwith three 300 ml portions of water, dried over anhydrous sodium sulfate
5. customevaporated under reduced pressure (pot temperature less than 50° C.)

ORD record

ord-ebc539f12ee94a7ba49efe5efbcf1a88

Source dataset

uspto-grants-1980_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04195038