1: 74 percent / HCOOH, H2SO4 / 96 h / 25 °C 2: 98 percent / LiAlH4 / diethyl ether / 1 h / 25 °C 3: 90 percent / PBr3, pyridine / diethyl ether / 2 h / -78 - 25 °C View Scheme

1: NaOH / ethanol; H2O / 20 h / 78 °C 2: 74 percent / HCOOH, H2SO4 / 96 h / 25 °C 3: 98 percent / LiAlH4 / diethyl ether / 1 h / 25 °C 4: 90 percent / PBr3, pyridine / diethyl ether / 2 h / -78 - 25 °C View Scheme

1: LDA / tetrahydrofuran / -78 - 25 °C 2: NaOH / ethanol; H2O / 20 h / 78 °C 3: 74 percent / HCOOH, H2SO4 / 96 h / 25 °C 4: 98 percent / LiAlH4 / diethyl ether / 1 h / 25 °C 5: 90 percent / PBr3, pyridine / diethyl ether / 2 h / -78 - 25 °C View Scheme

1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 0.83 h / -78 °C / |Inert atmosphere 1.2: 15 h / -78 - 20 °C / |Inert atmosphere 2.1: sodium hydroxide / ethanol; water / 48 h / |Inert atmosphere; |Reflux 2.2: pH < 1 / |Inert atmosphere 3.1: formic acid; sulfuric acid / 156 h / 20 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 3.25 h / 0 °C / |Inert atmosphere 5.1: phosphorus tribromide; pyridine / diethyl ether / 1.5 h / -78 - 20 °C / |Inert atmosphere View Scheme