Nitric Acid → HCID 86738433, compound

Participants

Reaction Steps

To a mixture of methylene chloride (150 ml) and a 1:1 mixture of anhydrous nitric acid and 30% fuming sulfuric acid (40 ml) carefully stirred at 10° to 15% C. is added portionwise 2-hydroxymethyl-1,3-propanediol (7.5 g) while measuring the redox potential of the solution and maintaining it between -0.07 and 0.20 volts. This is conveniently done with an Ingold Redox probe charged with the mixed acid. When the addition is complete the phases are separated, the organic phase washed with water, aqueous sodium bicarbonate and aqueous urea, dried over sodium sulfate and/or molecular sieves and the solvent evaported to give the title product (15 g) m.p. 11°-12° C.,D 1.53, nD29.5 1.4746.

Provenance & Evidence