V. K. Daukshas, Y. Ramanauskas, L. Labanauskas
Apr 1, 1989
Citations
0
Influential Citations
0
Citations
Journal
Pharmaceutical Chemistry Journal
Abstract
7-(l-Amino-2-phenylethyl)-2H-3,4-dihydro-l,5-benzodioxepine (Id) is synthesized by the Leuckart reaction on heating 7-phenylacetyl-2H-3,4-dihydro-l,5-benzodioxepine (Ib) with formamide and formic acid followed by acid hydrolysis of the N-formyl derivative that is produced. 8-Phenylacetyl-2,3,4,5-tetrahydro-l,6-benzodioxocine (IIb) forms tar under these reaction conditions, but it was possible to obtain 8-(l-amino-2-phenylethyl)-2,3,4,5-tetrahydro-l,6-benzodioxocine (lid) by reduction of the respective ketoxime (IIc) with metallic sodium in butanol. Ketones Ib and IIb are synthesized by acylation of the corresponding benzodioxa heterocycles Ia and IIa with phenylacetyl chloride in the presence of anhydrous aluminum chloride