Pyridine → (3E)-3-(2,1,3-benzoxadiazol-5-ylmethoxyimino)-6-methoxy-1,2-dihydroinden-5-ol

Participants

Reaction Steps

6-Hydroxy-5-methoxy-1-indanone (76 mg, 0.43 mmol) was subjected to reaction with 0-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)hydroxylamine hydrochloride (97 mg, 0.48 mmol) in ethanol (2 mL) and pyridine (0.2 mL, 2.58 mmol) under the same conditions as described for (E)-6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one O-4-nitrobenzyl oxime. Subjection of the material obtained on work up to flash chromatography (3:7 v/v ethyl acetate/hexane elution) afforded the title compound as off-white crystals (13 mg, 9%), m.p. 145° C. (with decomposition), Rf 0.3.

Provenance & Evidence