Sulfuric Acid → 2-(3,4-Dihydroxybutyl)pyrazine

Participants

Reaction Conditions

Reaction Steps

4.15 g of 4-(2-pyrazinyl)-1-butene (1300) was dissolved in 100 ml of 1:1 water/acetone and cooled to 5° C. To this was slowly added a solution of 3.60 g of potassium permanganate in 300 ml of water. This was kept at 5° C. for 18 hours and then allowed to stir for 4 hours at R.T. It was adjusted to pH 7 with 5% H2SO4, filtered through celite and concentrated. Continuous extraction with chloroform for 2 days followed by evaporation of the solvent left 4.27 g of product (1400) which was distilled under vacuum, b.p. 174°-5° (0.2 mm). UV H2O max: 268 (3.76), 272 (3.76).

Provenance & Evidence