Ethanol → HCID 10597413, compound

Participants

Reaction Steps

Sodium borohydride (9 ing, 0.25 inmol) followed by EtOH (0.5 mL) was added to 7k (100 mg, 0.25 mmol) in CH2Cl2 (2 mL) at r.t. and then refluxed for 30 minutes. Aqueous workup (CH2Cl2, MgSO4) followed by concentration in vacuo yielded 8k (75 mg, 75%) as a light yellow solid: 1H NMR (270 MHz, CDCl3) d 1.68 (d, J=6.4 Hz, 3H), 2.03 (s, 6H), 3.86 (s, 3H), 3.91 (s, 3H), 4.45 (s, 2H), 6.39 (q, J=6.4 Hz, 1H), 6.92 (s, 2H), 7.06 (s, 1H), 7.52 (s, 1H); 13C NMR (68 MHz, CDCl3) d 16.0, 21.9, 56.3, 56.4, 64.4, 73.0, 107.4, 107.6, 127.2, 129.9, 132.3, 138.7, 139.8, 147.4, 148.1, 151.7, 153.7.

Provenance & Evidence