Phenyl isocyanate → HCID 131717237, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 1.0 g of 9-triisopropylsilyl-9-fluorenemethanol and 0.3 mL of phenyl isocyanate in 10 mL of dry benzene was added 2 drops of triethylamine. The mixture was heated in an oil bath at 82° C. for one hour and cooled to room temperature. The solvent was evaporated in vacuo to give 1.30 g (100%) of the crude urethane as a yellow solid. Recrystallization from Skelly B gave 1.12 g (86.02%) of the pure urethane as colorless crystals, m.p. 152.5°-154° C.; IR (KBr): 3240 (NH), 1690 (C=O) cm-1 ; 1H NMR (CDCl3); δ 0.87 (d, 18H, Si-C-Me2), 1.18-1.44 (hept, 3H, C-Si-CH), 5.33 (s, 2H, CH2), 6.02 (b, 1H, NH), 6.70-7.95 (m, 13H, aryl).

Provenance & Evidence