Electric Literature of 2687-12-9, A common heterocyclic compound, 2687-12-9, name is Cinnamyl chloride, molecular formula is C9H9Cl, 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 DMF (7.0 mL) solution of N-Boc-p-toluenesulfonamide (1.00 g, 3.69 mmol) was added 60% sodium hydride (0.22 g, 5.53 mmol) at 0 C. The reaction mixture was stirred for 15 min at room temperature. To the mixture at 0 C were added cinnamyl chloride (0.675 g, 4.42 mmol) and 15-crown-5-ether (0.22 g, 3.69 mmol) at 0 C. The mixture was stirred for 12 h and poured into water (50 mL). The S19 organic layer was separated and the aqueous layer was extracted with AcOEt. The combined organic layer was washed with H2O (50 mL 2) and dried over MgSO4. The solvent was removed under reduced pressure. The residue was precipitated from n-hexane and filtered off to give the titled compound (1.35 g, 95%) as white powders.
The synthetic route of 2687-12-9 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Go, Takashi; Morimatsu, Akane; Wasada, Hiroaki; Tanabe, Genzoh; Muraoka, Osamu; Sawada, Yoshiharu; Yoshimatsu, Mitsuhiro; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2722 – 2729;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics