1.1: Na / methanol / 1 h / 0 °C
1.2: 73 percent / methanol / 1.5 h / 0 °C
2.1: CuBr*Me2S / tetrahydrofuran; diethyl ether / 1 h / -78 °C
2.2: tetrahydrofuran; diethyl ether / 4 h / -78 °C
3.1: 5.37 g / LiAlH4 / diethyl ether / 3.25 h / -40 °C
View Scheme