sulfuric acid in benzene 1.) room temp. to reflux, 1h, 2.) reflux, 3h;

1: 1.) lithium diisopropylamide / 1.) THF, hexane, -78 deg C, 2.) a) -78 deg C, 55 min, b) 0 deg C, 40 min 2: 1.) lithium diisopropylamide / 1.) THF, hexane, 0 deg C, 3 h, 2.) a) THF, -78 deg C, 2.5 h, b) from -50 deg C to -30 deg C, 45 min 3: 1.) 1 M Red-Al, 2.) 1 M aq. tetrabutylammonium dihydrogen phosphate / 1.) toluene, RT, 3 d, 2.) ethanol, reflux, 24 h View Scheme

TBAH2PO4; sodium bis(2-methoxyethoxy)aluminium dihydride 1.) toluene, RT, 3 d, 2.) ethanol, reflux, 24 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

palladium 10 on activated carbon; hydrogen in ethyl acetate T=20°C; P=750.075 Torr; 24 h;