Trimethylsilyl iodide → HCID 76684264, compound

Participants

Reaction Conditions

Reaction Steps

Into a glass vial containing the product from step (a) (102 mg, 0.355 mmol) in CHCl3 (2 ml), TMSI (483 μL, 3.55 mmol) was added. The reaction mixture was heated to 60° C. for 2 hours. The volatiles were evaporated in vacuo and 2M HCl (5 ml) and water (25 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 to give the title product as a white semi-solid (38 mg). 1H NMR (300 MHz, CDCl3) δ 6.93-6.91 (m, 2H); 3.05-2.89 (m, 8H); 2.80 (t, J=7.5 Hz, 2H); 1.98 (br s, 1H); 1.90 (t, J=7.5 Hz, 2H); 1.35 (s, 6H); MS: ESI (positive): 216 (M+1).

Provenance & Evidence