Ethyl 2-bromobenzoate synthesis
- Product Name:Ethyl 2-bromobenzoate
- CAS Number:6091-64-1
- Molecular formula:C9H9BrO2
- Molecular Weight:229.07
Yield: 47%
Reaction Conditions:
in tetrahydrofuran for 120 h;Reflux;
Steps:
Ethyl 2-Bromobenzoate; Typical Procedure for Ethylation of Weaker Acids
Sulfonimidate 1 (0.859 g, 3.00 mmol) and 2-bromobenzoic acid (0.601 g, 3.00 mmol) were refluxed in THF (25 mL) for 5 d. TLC analysis (hexane-EtOAc, 6:1) showed that most of 1 had been converted into the sulfonamide 2. The mixture was concentrated by rotary evaporation and pentane (5 mL) was added. The pentane solution was removed by pipet and treated with NaH to precipitate any unreacted acid and residual 2. This solution was pipet filtered, concentrated in vacuo and purified by Kugelrohr distillation; yield: 0.32 g (47%). IR and 1H NMR spectra were identical to published spectra.
References:
Maricich, Tom J.;Allan, Matthew J.;Kislin, Brett S.;Chen, Andrea I-T.;Meng, Fan-Chun;Bradford, Christine;Kuan, Nai-Chia;Wood, Jeremy;Aisagbonhi, Omonigho;Poste, Alethea;Wride, Dustin;Kim, Sylvia;Santos, Therese;Fimbres, Michael;Choi, Dianne;Elia, Haydi;Kaladjian, Joseph;Abou-Zahr, Ali;Mejia, Arturo [Synthesis,2013,vol. 45,# 24,art. no. SS-2013-M0543-OP,p. 3361 - 3368]
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