Category: 103440-54-6

Reference of 103440-54-6,Some common heterocyclic compound, 103440-54-6, name is Methyl 5-iodo-2-methylbenzoate, molecular formula is C9H9IO2, 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.

Preparation 37 Methyl 2-methyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)benzoate To a solution of methyl 5-iodo-2-methylbenzoate (Preparation 42, 69 g, 0.25 mol) in DMF (800 mL) was added bispinacolatodiboron (100 g, 0.40 mol) and potassium acetate (92 g, 0.93 mol) followed by degassing with nitrogen. [1 ,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (6 g) was added and the reaction heated to 100C for 18 hours. The reaction was cooled and filtered through celite, washing through with EtOAc (3 x 1 L). The filtrates were combined, washed with brine (3 x 500 mL), dried over Na2S04 and concentrated in vacuo. The residue was washed with petroleum ether (2 x 500 mL), filtered and dried to afford the title compound as a yellow powder (60 g, 87%) that was taken directly on to the next step.

The synthetic route of 103440-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; OWEN, Robert Mckenzie; PRYDE, David Cameron; TAKEUCHI, Mifune; WATSON, Christine Anne Louise; WO2015/189744; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 103440-54-6, name is Methyl 5-iodo-2-methylbenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: 103440-54-6

A solution of compound 7 (39.6 g, 0.143 mol) and 1-vinyl-2-pyrrolidinone (18.5 g, 0.143 mol) in anhydrous THF (200 mL) was added slowly to a gently refluxing suspension of sodium hydride (9.2 g, 60% in mineral oil, 0.229 mol) in THF (70 mL). After the addition, the mixture was stirred at reflux for additional 3 hours. TLC (petroleum ether: ethyl acetate = 10:1) showed the reaction was complete. The mixture was cooled and the excess sodium hydride was EPO quenched with saturated aqueous ammonium chloride. The mixture was concentrated in vacuo to remove THF. The residue was extracted with ethyl acetate (400 ml_x2). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give crude product 8, which was used in the next step without further purification.

The synthetic route of 103440-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2006/117669; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 103440-54-6,Some common heterocyclic compound, 103440-54-6, name is Methyl 5-iodo-2-methylbenzoate, molecular formula is C9H9IO2, 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.

Preparation 37 Methyl 2-methyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)benzoate To a solution of methyl 5-iodo-2-methylbenzoate (Preparation 42, 69 g, 0.25 mol) in DMF (800 mL) was added bispinacolatodiboron (100 g, 0.40 mol) and potassium acetate (92 g, 0.93 mol) followed by degassing with nitrogen. [1 ,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium (II) complex with dichloromethane (6 g) was added and the reaction heated to 100C for 18 hours. The reaction was cooled and filtered through celite, washing through with EtOAc (3 x 1 L). The filtrates were combined, washed with brine (3 x 500 mL), dried over Na2S04 and concentrated in vacuo. The residue was washed with petroleum ether (2 x 500 mL), filtered and dried to afford the title compound as a yellow powder (60 g, 87%) that was taken directly on to the next step.

The synthetic route of 103440-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; OWEN, Robert Mckenzie; PRYDE, David Cameron; TAKEUCHI, Mifune; WATSON, Christine Anne Louise; WO2015/189744; (2015); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com