Methyl 2-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzoate manufacturers
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| | Methyl 2-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzoate Basic information |
| Product Name: | Methyl 2-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzoate | | Synonyms: | Methyl 2-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzoate;3-(Methoxycarbonyl)-4-methylphenylboronic acid, pinacol ester;Methyl 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl);Benzoic acid, 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester | | CAS: | 478375-39-2 | | MF: | C15H21BO4 | | MW: | 276.14 | | EINECS: | | | Product Categories: | | | Mol File: | 478375-39-2.mol |  |
| | Methyl 2-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzoate Chemical Properties |
| Boiling point | 370.4±35.0 °C(Predicted) | | density | 1.07±0.1 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | Appearance | White to off-white Solid |
| | Methyl 2-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzoate Usage And Synthesis |
| Synthesis | General procedure for the synthesis of 3-(methoxycarbonyl)-4-methylphenylboronic acid pinacol ester from methyl 5-iodo-2-methylbenzoate and pinacol ester of bisboronic acid: methyl 5-iodo-2-methylbenzoate (0.25 mol), pinacol ester of bisboronic acid (100 g, 0.40 mol) and potassium acetate (92 g, 0.93 mol) were added to DMF (800 mL) , which was subsequently degassed with nitrogen. [1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) dichloride complex with dichloromethane (6 g) was added and the reaction mixture was heated to 100 °C and kept for 18 hours. After completion of the reaction, it was cooled to room temperature, filtered through diatomaceous earth and washed with ethyl acetate (3 x 1 L). The filtrates were combined, washed with brine (3 x 500 mL), dried over anhydrous sodium sulfate and concentrated in vacuum. The residue was washed with petroleum ether (2 × 500 mL), filtered and dried to afford 3-(methoxycarbonyl)-4-methylphenylboronic acid pinacol ester as a yellow powder (60 g, 87% yield), which was used directly in the next reaction. | | References | [1] Patent: WO2015/189744, 2015, A1. Location in patent: Page/Page column 72 |
| | Methyl 2-Methyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzoate Preparation Products And Raw materials |
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