2-Decalol, dehydration

Decalol, dehydration, 50, 92 Dewar benzene, 50,51 trans-1,8-Diacetoxybicyclo [4.2.0 ] octa-2,4-diene, 50,24 trans, [Pg.57]

As previously described, a mixture of and J -octalins can be prepared by the reduction of naphthalene or Tetralin. Another route to this mixture is the dehydration of a mixture of 2-decalol isomers. This latter route has certain advantages in that one can avoid the handling of lithium metal and low-boiling amines. Moreover, 2-decalol is available commercially or can be prepared by the hydrogenation of 2-naphthol (5). In either case a comparable mixture of octalins is obtained, which can be purified by selective hydroboration to give the pure J -octalin (Chapter 4, Section III). 

The dehydration of the four stereoisomers of 1-decalol over alumina was investigated by Schappell and Pines 66), who found that the... 

The formation of 1,9- and cis-1,2-octalin from ci5,cis-l-decalol is a clear indication of the dehydration by means of a trana elimination reaction ... 

The dehydration of cis,alumina surfaces, could readily explain the observed data ... 

---