Reagents NH_3 k^+N_3^- LiAIH_4; then H_2O KCN Mg/ether CO_2; then H_3O^+ SOCl_2

Question

Reagents NH_3 k^+N_3^- LiAIH_4; then H_2O KCN Mg/ether CO_2; then H_3O^+ SOCl_2 PCC H2, Pd/C ethylene oxide HBr HBr, H_2O_2 PBr_3 NH_3, NaBH_3CN BH_3, THF; then H_2O_2, NaOH 1.O_3; 2. (CH_3)_2S CH_3l (excess), K_2CO_3; then Ag_2O, H_2O, heat DIBALH; then H_3O^+ Select reagents from the table to prepare 1-hexanamine from the following starting materials. More than one route of synthesis may exist. In these cases, choose the route with the fewest number of steps. Enter the reagents by letter, in the order that you wish to use them, witheut spaces or punctuation (i.e. acf). ethylhexanoate pentanoic acid

Explanation / Answer

From ethyl hexanoate 1) (r) DIBALH, then H3O+ (n) NH3, NaBH3CN

From Pentanoic acid (1) (c) LiAlH4, then H2O, (k) HBr; (d) KCN; (i) H2, Pd/C

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