hydrogen; palladium on activated charcoal in ethyl acetate P=2280 Torr; 6 h;

1: 1.) PBr3; 2.) triethylamine / 1.) ethyl ether, r.t., 5 h; 2.) acetonitrile, 60 deg C, overnight 2: 81 percent / H2 / 10percent Pd-C / ethyl acetate / 6 h / 2280 Torr View Scheme

1: NaBH4 2: 1.) PBr3; 2.) triethylamine / 1.) ethyl ether, r.t., 5 h; 2.) acetonitrile, 60 deg C, overnight 3: 81 percent / H2 / 10percent Pd-C / ethyl acetate / 6 h / 2280 Torr View Scheme