Hydrochloric Acid → HCID 15248204, compound

Participants

Reaction Steps

A solution of diphenylacetic acid (14 g, 66 mmol.) in 150 mL of tetrahydrofuran was stirred at 0° C. under argon while 55.5 mL of a 2.5 M solution of n-butyllithium in hexane was added dropwise. After 15 minutes, 3-chloro-2-methylpropene (6.51 mL, 66 mmol.) was added in one portion. After 10 minutes, 25 mL of 4N hydrochloric acid was added, along with ether (250 mL). The layers were separated, the organic layer was washed with water (2×100 mL), brine (2×100 mL) dried (MgSO4), and filtered. Concentration afforded 20.2 g (99%) of a yellow oil. 1H NMR (CDCl3)δ 7.4-7.2 (m, 10H), 4.7 (s, IH), 4.6 (s, lH), 3.2 (s, 2H), 1.4 (s, 3H).

Provenance & Evidence