nitric acid

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1: 1.) LDA / 1.) hexane, Et2O, THF, -78 deg C, 10 min; 2.) hexane, Et2O, THF, RT, 2 h 2: 84.9 percent / 20 percent NaOH / methanol; tetrahydrofuran / 2 h / Heating 3: 91 percent / diethyl ether / 2 h / 0 °C 4: 96 percent / 85 percent phosphoric acid, 88 percent formic acid / 3 h / 85 - 90 °C View Scheme

sodium hydroxide; dihydrogen peroxide in methanol 2 h; Ambient temperature; Yield given;