Trimethylsilyl iodide → HCID 76684536, compound

Participants

Reaction Conditions

Reaction Steps

Into a glass vial containing the product from step (b) (42 mg, 0.130 mmol) dissolved in CHCl3 (2 ml), TMSI (176 μL, 1.3 mmol) was added. The stirred reaction mixture was heated to 60° C. for 2 hours. The volatiles were evaporated in vacuo and 2M HCl (2 ml) and water (20 ml) were added. The aqueous mixture was washed with diethyl ether (2×). The aqueous layer was then basified with 2M NaOH to pH 10 and extracted with DCM (3×). The combined DCM extracts were washed with brine, dried over Na2SO4, and solvent evaporated in vacuo give the title compound as a colorless semi-solid (16 mg). 1H NMR (300 MHz, CDCl3) 7.00-6.93 (m, 2H); 3.43-3.21 (m, 3H); 2.96-2.86 (m, 8H); 2.20 (bs, 1H); 1.75-1.62 (m, 2H); 0.92 (t, J=7.5 Hz, 3H); MS: ESI (positive): 252 (M+1).

Provenance & Evidence