in diethyl ether T=20°C; 23 h;

in diethyl ether

1: in tetrahydrofuran; diethyl ether T=-78 - 20°C; 2: With sulfuric acid in tetrahydrofuran; diethyl ether; di-isopropyl ether; water T=20°C; 0.166667 h;

n-butyllithium in tetrahydrofuran; hexane boronic ester and ICH2Cl in rigorously dried THF cooled to -78°Cand stirred under Ar during dropwise addn. of 1.6 M n-BuLi in hexane, kept overnight at 20-25°C; concd. in vac., treated with petroleum ether and concd. aq. NH4Cl, org.phase dried over MgSO4, distilled bulb to bulb in vac.;

1: 63 percent / N-methylmorpholine N-oxide; OsO4; pyridine / 2-methyl-propan-2-ol; H2O / Heating 2: 94.8 percent / anhydrous MgSO4 / diethyl ether View Scheme