Davies, McCrea, Norris, and Ramage : 626. Furanochronwnes. Part I V . Synthesis of 2-Methylfurano-(3' : 2/06 : '7)chrormne and Derivatives thereof." 5-Acetyl-6-hydroxycoumaran (IV) has been obtained from 6-hydroxycoumaran (I11 ; R = H) by means of acetonitrile or acetyl chloride, and bv rearrangement of 6-acetoxycoumaran; on dehydrogenation it gave the coumarone (VI). By extension of the acetyl sidechain t o the aldehydo-ketone, 8-diketone, or diketo-ester grouping, followed by completion of the 7-pyrone ring, %methylfuran0(3' : 2'-6 : 7)chromone (VIII) and the 4 ' : 5'-dihydrocompounds (VII : R = H, M e , Et, Prn, and C0,Et) have been prepared.PREPARATION of kellin, visnagin, and other methoxyfuranochromones or their 4' : 5'-dihydroderivatives has been described in Parts I, 11, and I11 of this series ( J . , 1949, S30 ; 1950,3195,3202).The present communication deals with the preparation of furanochromones unsubstituted in positions 5 and 8. Preliminary attempts to introduce the acetyl group into the coumarone derivatives (I1 ; R = H or benzyl) by the Hoesch or Friedel-Crafts reactions did not appear promising, and in the attempted Fries rearrangement with aluminium chloride and nitrobenzene the acetate (I1 ; R = Ac) gave the hydroxy-ester (I1 ; R = H). However, 6-hydroxycoumaran (I11 ; R = H) readily gave the 5-acetyl derivative (IV) by any of the above methods, and the latter was then dehydrogenated to the required coumarone (VI). The preparation of 6-hydroxycoumaran from 6-hydroxycoumaran-3-one by successive oximation, reduction, and * Patents pending.