Sulfuric Acid → HCID 178441290, compound

Participants

Reaction Conditions

Reaction Steps

The product from Example 26E (110 mg, 0.3 mmol) was treated with concentrated sulfuric acid (1 mL). The mixture was heated at 40° C. for 1 hr, diluted with H2O, neutralized with saturated Na2CO3, and extracted with EtOAc (2×). The combined organic layers were dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography using an Analogix® Intelliflash280™ (SiO2, 0-50% Hexane in ethyl acetate) to afford 107 mg (93%) of the title compound. 1H NMR (500 MHz, CDCl3) δ ppm 0.99 (t, J=7.32 Hz, 3H) 1.40-1.48 (m, 2H) 1.66 (s, 9H) 1.69-1.76 (m, 2H) 2.84 (dd, J=7.63 Hz, 2H) 3.99 (s, 3H) 7.06 (d, J=8.54 Hz, 1H) 7.96 (s, 1H) 8.02 (dd, J=8.85, 2.44 Hz, 1H) 8.51 (d, J=2.44 Hz, 1H); MS (DCI/NH4+) m/z 390 (M+H)+.

Provenance & Evidence