Acetic Acid → 147331-60-0

Participants

Reaction Steps

The corresponding cis isomer of formula II can be prepared by dissolving a dihydronaphthalene acetate of formula X in acetic acid and water (from 92 to 98% acetic acid, preferably 96% acetic acid), and then treating the solution with silver acetate and iodine and heating under nitrogen (as described for the preparation of the trans-isomer) to form the cis-5,6,7,8-tetrahydro-1,6,7-naphthalenetriol having the formula ##STR16## after basic hydrolysis. A compound of formula XV can be converted to the 2,3-cis-1,2,3,4-tetrahydro-5-[2,3-(epoxy)propoxy]-2,3-naphthalenediol, which in turn can be converted to the 2,3-cis-1,2,3,4-tetrahydro-5-[2-hydroxy-3-(alkylamino)-propoxy]-2,3-naphthalenediol in a manner similar to that described with respect to the preparation of the corresponding trans isomer.

Provenance & Evidence