lithium aluminium tetrahydride in tetrahydrofuran; diethyl ether T=0 - 5°C;

1: sodium borohydride / methanol / 1.5 h / 0 °C 2: phosphorus tribromide / pyridine / diethyl ether; hexane / 2.5 h / 0 - 5 °C 3: diethyl ether; xylene / 48 h / 100 °C 4: 69.3 percent / butylene oxide / 12 h / 65 °C 5: 89 percent / lithium aluminum hydride / tetrahydrofuran; diethyl ether / 0 - 5 °C View Scheme

1: phosphorus tribromide / pyridine / diethyl ether; hexane / 2.5 h / 0 - 5 °C 2: diethyl ether; xylene / 48 h / 100 °C 3: 69.3 percent / butylene oxide / 12 h / 65 °C 4: 89 percent / lithium aluminum hydride / tetrahydrofuran; diethyl ether / 0 - 5 °C View Scheme

1: 69.3 percent / butylene oxide / 12 h / 65 °C 2: 89 percent / lithium aluminum hydride / tetrahydrofuran; diethyl ether / 0 - 5 °C View Scheme

1: diethyl ether; xylene / 48 h / 100 °C 2: 69.3 percent / butylene oxide / 12 h / 65 °C 3: 89 percent / lithium aluminum hydride / tetrahydrofuran; diethyl ether / 0 - 5 °C View Scheme

2: LiAlH4 / diethyl ether; tetrahydrofuran View Scheme

2: LiAlH4 / diethyl ether; tetrahydrofuran View Scheme

(i) NaH, DMF, (ii) /BRN= 969135/; Multistep reaction;