1: propionic acid / 140 - 150 °C 2: LiAlH4 / tetrahydrofuran / 0 - 25 °C View Scheme

N,N,N',N',N'',N''-hexamethylphosphoric triamide in tetrahydrofuran; cyclohexane 1) -78 deg C, 1 h, 2) to 0 deg C; Yield given. Yields of byproduct given;

1: Dess-Martin periodinane / CH2Cl2 / 20 °C 2: diethyl ether; tetrahydrofuran / -78 °C View Scheme