1: ortho-cresol With n-butyllithium; gallium(II) chloride in hexane; chlorobenzene T=20°C; 0.166667 h; 2: 1-chloro-2-(trimethylsilyl)ethyne With 2,6-di-tert-butyl-4-methylpyridine in hexane; chlorobenzene Further stages.;

1: ortho-cresol With n-butyllithium; gallium(II) chloride in hexane; chlorobenzene T=20°C; 0.166667 h; 2: 1-iodo-2-trimethylsilylethyne With 2,6-di-tert-butyl-4-methylpyridine in hexane; chlorobenzene Further stages.;

1: 80 percent / aq. KOH, aq. Bu4NOH / CH2Cl2 / 16 h / 25 °C 2: 1.) butyllithium / 1.) THF, hexane, a) -78 deg C, 6 h, b) from -78 deg C to RT, overnight, 2.) THF, hexane, RT View Scheme

n-butyllithium 1.) THF, hexane, a) -78 deg C, 6 h, b) from -78 deg C to RT, overnight, 2.) THF, hexane, RT; Yield given. Multistep reaction;