A new synthetic route of 24398-88-7

Statistics shows that 24398-88-7 is playing an increasingly important role. we look forward to future research findings about Ethyl 3-bromobenzoate.

24398-88-7, name is Ethyl 3-bromobenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 24398-88-7

Step 1 : Ethyl 3-(3-methoxypropyl)benzoateTo a THF solution (0.1 M) of allyl methyl ether (1.4 eq.) was added, at 0 0C, 9- borabicyclo[3.3.1]nonane (2.4 eq.) over a period of 30 min. The solution was stirred at 0 0C for 1 h and then warmed slowly to RT over 16 h. To the resulting clear solution was then added sodium methoxide (2.4 eq.), Cl2Pd(dppf)-dichloromethane complex (5% loading) and ethyl 3-bromobenzoate (1 eq.). The now brown suspension was heated to reflux for 16 h. The reaction mixture was cooled to RT, quenched with sat. aq. NH4Cl and extracted with ether. The combined organic extracts were washed with brine, dried over MgSO4 and filtered. Concentration of the filtrate in vacuo afforded a brown oil. Purification of the crude product thus obtained by way of flash chromatography (SiO2, Hex -^ 4: 1 (v/v) Hex : EtOAc) afforded the title compound as a light yellow oil.

Statistics shows that 24398-88-7 is playing an increasingly important role. we look forward to future research findings about Ethyl 3-bromobenzoate.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2007/9250; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics