Potassium tert-butoxide → 2,2-dimethyl-2H-pyran-3,5(4H,6H)-dione

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Reaction Steps

Potassium tert-butoxide (1M in tert-butanol, 12.1 mL, 12.1 mmol) in ether (7.5 mL) at 0° C. under N2 gas was treated with the product from Example 43B in ether (3 mL). After 10 minutes, the reaction mixture was quenched into 2N HCl (25 mL) and extracted with ether (3×25 mL). The organic layers were combined, washed with brine, dried over Na2SO4, concentrated to an oil, treated with 10% dichloromethane in hexane (5 mL), and placed in the freezer for 1 hour. The resulting crystals were collected by filtration, washed with a cold solution of 10% dichloromethane in hexane, and dried to provide the title compound (431 mg). 1H NMR (CDCl3) δ 1.25 (s, 6H), 4.16 (s, 2H), 5.20 (s, 1H), 11.70 (s, 1H).

Provenance & Evidence