Water → HCID 69542112, compound

Participants

Reaction Steps

A solution of 2-methyl-3-phenylthiophene (102.8 g, 0.590 mol) and 3-methylbutanoyl chloride (72.3 g, 0.600 mol) in 60 mL of dichloromethane was added dropwise to a 1 M solution of SnCl4 in dichloromethane (640 mL, 0.640 mol) at 0° C. The solution was stirred for 6 h at room temperature then poured slowly into water (500 mL). The organic fraction was separated, washed with a saturated aqueous solution of NaHCO3, brine solution, and dried (MgSO4). Solvents were removed on a rotoevaporator and the product was distilled (145° C., ˜0.03 torr). Yield=132.9 g. 1H-NMR δ (CDCl3): 7.61 (s, 1H), 7.3–7.5 (m, 5H), 2.72 (d, 2H), 2.52 (s, 3H), 2.3 (m, 1H), 1.0 (d, 6H). EIMS: m/z (%) 258 (M+, 38), 243 (25), 216 (69), 201 (100), 174 (11), 129 (25), 115 (11).

Provenance & Evidence