“…13 C NMR (100.5 MHz, CDCl 3 ): δ 32.2 (CH 3 , C9−CH 3 ), 33.9 (C, C9), 38.9 [CH 2 , C6( 12 4.1.1.2. p-Tolyl (9-Methyl-5,6,8,9,10,11-hexahydro-7H-5,9:7,11dimethanobenzo [9]annulen-7-yl)carbamate (11). To a solution of 9-methyl-5,6,8,9,10,11-hexahydro-7H-5,9:7,11-dimethanobenzo [9]annulen-7-amine hydrochloride (250 mg, 0.95 mmol) in DCM (2 mL), p-tolyl chloroformate (194 mg, 1.14 mmol) and Et 3 N (287 mg, 2.84 mmol) were added. The reaction mixture was stirred at room temperature overnight and then the solvent was evaporated under vacuum.…”