Tetrahedron p. 2945 - 2950 (1984)
Update date:2022-08-17
Topics:
Barry, J.
Bram, G.
Decodts, G.
Loupy, A.
Pigeon, P
Sansoulet, J.
n-Octyl ethers are obtained by reacting n-octyl halides with performed alkoxides, or better, prepared in situ from ROH and solid KOH.Reactions are performed without any solvent but in the presence of a catalytic amount of tetra-alkyl ammonium salt (Aliquat 366).Good yields (>=92percent for primary R) are obtained at moderate temperatures and with easy work up; for t-C4H9O, elimination is a side reaction, and the effects of temperature and of the nature of the leaving group were examined, so that t-C4H9OC8H17 could then be obtained (yield 77percent) within 20 h at 36 deg C from n-octyl tosylate.
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