3,3-Dimethyl-1-butanol → HCID 59949582, compound

Participants

Reaction Steps

The product from Example 1308C (435 mg, 3.1 mmol) in DMF (2.0 mL), 3,3-dimethylbutanol (400 μL, 3.3 mmol) in DMF (3.0 mL) and NaH, 60% dispersion in mineral oil, (145 mg, 3.6 mmol) in DMF (7.0 mL) were allowed to react in a manner similar to that described in Example 1308D. The residue was chromatographed (silica gel; EtOAc/hexanes, 1:20) to afford a light yellow oil (458 mg, 57%). 1H NMR (CDCl13, 300 MHz) δ0.78-1.01 (m, 2H), 0.92 (s, 9H), 1.11-1.57 (m, 8H), 1.62-1.85 (m, 5H), 3.21 (dd, J=8, 9 Hz, 1H), 3.40-3.66 (m, 3H), 3.89 (m, 1H); MS (CI/NH3) m/z: (M+NH4)+ 260.

Provenance & Evidence