phosphorus tribromide in dichloromethane 16 h; Ambient temperature;

1: 97 percent / LiAlH4 / tetrahydrofuran 2: 82 percent / PBr3 / pyridine; diethyl ether / -78 - 20 °C View Scheme

1: (i) Mg, Et2O, (ii) /BRN= 1209228/ 2: aq. HBr View Scheme

in ethanol

1: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 5 min, 2.) THF, HMPA, hexane, a) -78 deg C, 15 min, 2.) RT, 2 h 2: 87 percent / 1N HCl / tetrahydrofuran / 4 h / 0 °C 3: LiOH, LiBr, n-Bu4NBr / acetonitrile / 1 h / Ambient temperature View Scheme

1: 2,6-dimethylbenzyl bromide; Ni(II) complex of the Schiff base of glycine with (S)-o-[N-(N-benzylprolyl)amino]benzophenone With sodium hydroxide in N,N-dimethyl-formamide T=20°C; 2: With hydrogenchloride in methanol T=70°C; 3: di-tert-butyl dicarbonate With sodium carbonate in 1,4-dioxane; water T=20°C;

1: aq. ethanol 2: aq. H2SO4 3: SOCl2 4: (i) Et2O, (ii) HCl 5: benzene View Scheme

1: aq. ethanol 2: aq. H2SO4 3: SOCl2 4: (i) Et2O, (ii) HCl 5: benzene 6: aq. KOH, N2H4 View Scheme