The synthetic route of Bromocyclopropane has been constantly updated, and we look forward to future research findings.
These common heterocyclic compound, 4333-56-6, name is Bromocyclopropane, 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. SDS of cas: 4333-56-6
A flame dried two-neck round bottom flask fitted with a reflux condenser and N2 outlet was charged with anhydrous THF, freshly activated Mg (120 mg, 4.95 mmol) and a catalytic amount of iodine. A small portion of cyclopropyl bromide dissolved in THF was added. Afier initiation of reflux, the reaction mixture was cooled to -20 C. and the remaining cyclopropyl bromide (500 mg, 4.13 mmol) was gradually added. Afier 30 mm a freshly distilled solution of glyoxalate 45 (549 mg, 5.37 mmol) in THF was added over a 10 mm period and the resulting solution was stirred at -20 C. for 2 h before being quenched with a small amount of watet After 10 mm the reaction mixture was thrther diluted with water (50 mL) and extracted with ethyl acetate (3×50 mL). The organic extracts were combined, dried over anhydrous Mg504, filtered, concentrated in vacuo and purifiedby column chromatography eluting with ethyl acetate/nhexane (a gradient of 10-20%) to furnish ethyl a-hydroxy132 cyclopropaneacetate (422 mg, 71%) as a viscous oil. The oil (350 mg, 2.43 mmol) was dissolved in anhydrous DCM and cooled to 0 C. Then Ph3P (2.04 gm, 7.78 mmol) was added followed by C13r4 (1.20 gm, 3.64 mmol). The reactionmixture was stirred at 0 C. for 2 h and then concentrated in vacuo. The Ph3PO was precipitated by addition of n-hexane and removed by filtration. The crude reaction mixture was purified by flash column chromatography to furnish ethyl a-bromocyclopropaneacetate (46, R=c-Pr): (311 mg, 62%yield).
The synthetic route of Bromocyclopropane has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Brandeis University; University of Georgia Research Foundation, Inc.; The Brigham and Women’s Hospital, Inc.; Hedstrom, Lizbeth K.; Cuny, Gregory D.; Gollapalli, Deviprasad R.; Kirubakaran, Sivapriya; Maurya, Sushil K.; Striepen, Boris; Gorla, Suresh K.; Johnson, Corey R.; Kavitha, Mandapati; Khan, Jihan; (149 pag.)US10125116; (2018); B2;,
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