potassium hydroxide; zinc(II) chloride; decalin

1.1: 82 percent / dibutylamine; acetic acid / 23 h / Heating 2.1: 99 percent / lithium aluminium hydride / diethyl ether 3.1: PS-30 lipase on hyflosupercell / various solvent(s) / 5 h / 20 °C 3.2: aq. LiOH / methanol; tetrahydrofuran / 0.33 h 3.3: PS-30 lipase on hyflosupercell / various solvent(s) / 5 h / 20 °C 4.1: aq. LiOH / tetrahydrofuran; methanol / 0.33 h 5.1: 73 percent / K2CO3 / dimethylformamide / 12 h 6.1: 95 percent / pyridine / 2 h 7.1: n-butyllithium; HMPA / tetrahydrofuran; hexane / 0.75 h / -78 °C 7.2: 60 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C 8.1: 75 percent / Li; MeNH2 / diethyl ether / 0.75 h / -78 °C View Scheme

1: K2CO3; acetone 2: aq.-ethanolic NaOH View Scheme