1: LiAlH4 / diethyl ether 2: (i) TsCl, Py, (ii) NaI, acetone 3: LiNH2 / dimethylsulfoxide 4: aq. HClO4 / tetrahydrofuran 5: aq. KHCO3 / 2-methyl-propan-2-ol 6: H2 / Pd-BaSO4 / pyridine View Scheme

3-propyl-hex-2-en-1-ol; ortho-nitrobenzoic acid in 1,3,5-trimethyl-benzene

1: lithium alanate; diethyl ether 2: aqueous hydrochloric acid View Scheme

hydrogen in methanol T=210°C; P=37503.8 - 180018 Torr; 12 h; Product distribution / selectivity;