sodium hydroxide in ethanol T=20°C; 0.833333 h;

1: 2-acetyl-3,3-bis-allylsulfanyl-N-o-tolyl-acrylamide With sodium hydroxide in ethanol T=25°C; 0.833333 h; 2: α-bromoacetophenone in ethanol T=25°C;

1: bromobenzene; carboethoxymethyl trimethylsilyl sulfide With N,N,N',N,-tetramethylethylenediamine; tert.-butyl lithium in diethyl ether; pentane T=-78°C; Brook Silaketone Rearrangement; 0.333333 h; Inert atmosphere; 2: allyl bromide in diethyl ether; hexane T=-78 - 20°C; 1 h; Inert atmosphere; 3: With hydrogenchloride; water in diethyl ether 0.5 h; Inert atmosphere; chemoselective reaction;

potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride in dichloromethane 9 h;

1: 85 percent / 1 h / 100 °C 2: 10 percent / KOH / TEBA / CH2Cl2 / 9 h View Scheme

sodium hydroxide 5 h;

sodium hydroxide in ethanol 10 h;

silica gel 1.) benzene, room temperature, 10 d; Yield given. Multistep reaction;

n-butyllithium; diisopropylamine 1.) THF, hexane, -60 deg C, 15 min, 2.) -60 deg C up to r.t.; Yield given. Multistep reaction;

ethanol; sodium ethanolate