1: 1.) tert-butyllithium / 1.) THF, pentane, -78 deg C to -20 deg C, 30 min; -20 deg C, 30 min, 2.) -78 deg C 2: 10 percent Spectr. / 0.20 M aq. HCl / acetone / 2 h View Scheme

hydrogenchloride in acetone 2 h;

trimethylamine-N-oxide in benzene Heating;

1: (i) BHCl2-Et2O, BCl3, (ii) /BRN= 1098229/, Me3N 2: Me3NO*2H2O / benzene / Heating View Scheme