7H-indolizino[5,6,7-ij]isoquinolin-7-one → 7-(alpha-carboxybenzyloxyimino)-7H-indolizino[5,6,7-ij]isoquinoline

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Reaction Steps

A solution of α-aminooxyphenylacetic acid hydrochloride (15.0 g.) in water (6.6 cc.) is added to a stirred boiling solution of 7H-indolizino[5,6,7-ij]isoquinoline-7-one (15.0 g.) in ethanol (450 cc.) and pyridine (583 g.). Boiling is maintained for 2 hours 30 minutes. After cooling, the yellow crystals obtained are filtered off and then washed with 90% ethanol, then with absolute ethanol and finally with diethyl ether. After drying, 7-(α-carboxybenzyloxyimino)-7H-indolizino[5,6,7-ij]isoquinoline (17.7 g.), melting at 200° C. with decomposition, is obtained.

Provenance & Evidence