Related Products of 87661-20-9, A common heterocyclic compound, 87661-20-9, name is tert-Butyl cyclopropanecarboxylate, molecular formula is C8H14O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a solution of LDA in THF (40 mL of a 0.8 M solution; 33.2 mmol) at -78 C. was added tert-butyl cyclopropane carboxylate (3.78 g, 26.6 mmol) dropwise over 10 min. The solution was stirred at -78 C. for 2 h, after which 1-bromopropane (4.84 mL, 53.2 mmol) was added dropwise over 20 min at -78. The reaction was allowed to slowly warm to RT and stirred overnight at RT, then was quenched with sat’d aq. NH4Cl and extracted with EtOAc (2*). The combined organic extracts were washed with brine, dried (MgSO4), and concentrated in vacuo. The residue was distilled under reduced pressure (20 torr, BP=95 C.) to give the title compound (2.99 g, 61% yield) as an oil. 1H NMR (500 MHz, CDCl3) delta 1.48 (m, 4H), 1.45 (s, 9H), 1.12 (m, 2H), 0.92 (m, 3H), 0.61 (m, 2H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SHI, YAN; Cheng, Peter Tai Wah; Wang, Ying; Shi, Jun; Tao, Shiwei; Li, Jun; Kennedy, Lawrence J.; Kaltenbach, III, Robert F.; Zhang, Hao; Corte, James R.; US2019/185446; (2019); A1;,
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