Acetic Acid → HCID 68865763, compound

Participants

Reaction Conditions

Reaction Steps

Compound 02-3 (22.1 g, 62 mmol) was dissolved in AcOH (200 mL). The mixture was heated to 65° C. and a solution of Na2Cr2O7-2H2O (27.2 g, 93 mmol) in hot H2O (200 mL) was added over a period of 2 min. After complete addition the mixture was stirred for 3 h at 65-67° C. and 2 h at 75° C. The mixture was allowed to cool to RT and then quenched with saturated aqueous Na2SO3 (100 mL) and diluted with H2O (1.5 L). The aqueous mixture was extracted with EtOAc (3×300 mL). The combined organic layers were washed with H2O (3×400 mL), brine (400 mL) and dried over Na2SO4. After removal of the solvent in vacuo the crude product was treated with Et2O (50 mL) and filtered off to give 02-4 (9.5 g, 25 mmol, 41%) as yellow powder containing about 8% of starting material 02-3 (HPLC).

Provenance & Evidence