1.1: tert-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C 1.2: 100 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C 2.1: 85 percent / acetic acid; hydrochloric acid / 22 h / Heating View Scheme

1.1: sec.-butyllithium; N,N,N',N,-tetramethylethylenediamine / tetrahydrofuran; cyclohexane / 2 h / -78 °C / |Inert atmosphere 1.2: -78 - 20 °C / |Inert atmosphere 2.1: hydrogenchloride; acetic acid; water / 12 h / |Reflux View Scheme

1.1: thionyl chloride / 3 h / |Inert atmosphere; |Reflux 2.1: dichloromethane / 12 h / 0 - 20 °C / |Inert atmosphere 3.1: sec.-butyllithium; N,N,N',N,-tetramethylethylenediamine / tetrahydrofuran; cyclohexane / 2 h / -78 °C / |Inert atmosphere 3.2: -78 - 20 °C / |Inert atmosphere 4.1: hydrogenchloride; acetic acid; water / 12 h / |Reflux View Scheme

1.1: dichloromethane / 12 h / 0 - 20 °C / |Inert atmosphere 2.1: sec.-butyllithium; N,N,N',N,-tetramethylethylenediamine / tetrahydrofuran; cyclohexane / 2 h / -78 °C / |Inert atmosphere 2.2: -78 - 20 °C / |Inert atmosphere 3.1: hydrogenchloride; acetic acid; water / 12 h / |Reflux View Scheme

Yield given. Multistep reaction;