The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Hexathydro-o-phthalic acids》. Authors are Vavon, G.; Peignier, P..The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Quality Control of cis-Cyclohexane-1,2-dicarboxylic acid. Through the article, more information about this compound (cas:610-09-3) is conveyed.
Hydrogenation of mono-Me o-phthalate with Pt black as catalyst gives cis-hexahydrophthalate (I). The l-rotatory isomer of I (m. 148-9°, [α573 6.67°, c 0.1 in EtOH) gives on saponification an inactive acid. The l-rotatory cis-hexahydrophthalamide ([α]573 -15.4°, c 0.02 in EtOH), isolated by means of the quinine salt, gives on heating an inactive imide.
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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics