Triethylamine → HCID 58895292, compound

Participants

Reaction Conditions

Reaction Steps

1-[2-methyl-2-(4-methylpent-3-en-1-yl)cyclopropyl]methanamine (20.0 g, 0.12 mol) in 150 mL of ethyl acetate and ethylchloroformate (17.9 g, 0.165 mol) were charged to a reaction flask. The reaction mixture was then cooled to 0° C. Triethylamine (23.8 g, 0.165 mol) was slowly added while maintaining the reaction temperature at 0° C. Once the feed was complete the reaction mixture was aged for 2 hours than quenched with saturated sodium chloride solution. Kugelrohr distillation afforded 19.2 g of the product, 67% yield. 1H NMR (500 MHz, CDCl3) S: 0.07-0.12 (m, 1H), 0.44-0.49 (m, 1H), 0.75-0.79 (m, 1H), 1.04-1.06 (2s, 3H), 1.24 (t, J=6.89 Hz, 3H), 1.24-1.42 (m, 1H), 1.29-1.42 (m, 1H), 1.61 (s, 3H), 1.69 (s, 3H), 2.04-2.08 (m, 2H), 2.99-3.35 (m, 2H), 4.11 (q, J=6.82 Hz, 2H), 4.62 (br. s, 1H), 5.07-5.13 (m, 1H).

Provenance & Evidence