Hydrogen Peroxide → HCID 12184032, compound

Participants

Reaction Conditions

Reaction Steps

The aldehyde from example 2 (23.6 g, 58.5 mmole mmole) was dissolved in 100 mL of isopropyl alcohol at 45° C. The solution was cooled to 35° C. and 8.8 g of 45% KOH (70 mmoles) in 150 mL of water was dripped in at 30-35° C. The solution was cooled 20-25° C. and a solution of 8 g of 35% hydrogen peroxide (82 mmole) in 10 mL of water was dripped in over about 20 min at 20-25° C. A mild exotherm was noted, but the temperature was easily held by a water bath. The product precipitated during the addition of the peroxide. The slurry was held 1 hr at which time it exhibited a weak peroxide test (starch-iodide paper). Acetic acid (2mL) was added to reduce the pH from ca. 8 to ca. 6. The slurry was filtered, washed with water, and the product was air-dried to give 20.8 g (91%) of white solid. HPLC analysis indicated an area % product of 93.6, the melting point was 61-62° C., and the H1 NMR was consistent with the structure. The composition of Example 3 prior to isolation by HPLC: 91% product, 1% formate ester 9, 3% starting material.

Provenance & Evidence