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| | Methyl 6-(hydroxymethyl)nicotinate Basic information |
| Product Name: | Methyl 6-(hydroxymethyl)nicotinate | | Synonyms: | 6-HYDROXYMETHYL-NICOTINIC ACID METHYL ESTER;METHYL 6-(HYDROXYMETHYL)NICOTINATE;6-Hydroxymethyl-Nicotinic;methyl 6-(hydroxymethyl)nicotinate (en);ethyl 6-(hydroxyMethyl)nicotinate;Methyl 6-(hydroxyMethyl)pyridine-3-carboxylate;3-Pyridinecarboxylicacid, 6-(hydroxymethyl)-, methyl ester;Methyl 2-(hydroxyMethyl)pyridine-5-carboxylate | | CAS: | 56026-36-9 | | MF: | C8H9NO3 | | MW: | 167.16 | | EINECS: | | | Product Categories: | Esters;Pyridines | | Mol File: | 56026-36-9.mol |  |
| | Methyl 6-(hydroxymethyl)nicotinate Chemical Properties |
| Melting point | 75-78℃ | | Boiling point | 293.4±30.0 °C(Predicted) | | density | 1.244±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | form | powder to crystal | | pka | 13.20±0.10(Predicted) | | color | White to Orange to Green | | InChI | InChI=1S/C8H9NO3/c1-12-8(11)6-2-3-7(5-10)9-4-6/h2-4,10H,5H2,1H3 | | InChIKey | QVLONHSXRWCCAE-UHFFFAOYSA-N | | SMILES | C1=NC(CO)=CC=C1C(OC)=O | | CAS DataBase Reference | 56026-36-9(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36 | | Safety Statements | 26 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 2933399990 |
| | Methyl 6-(hydroxymethyl)nicotinate Usage And Synthesis |
| Synthesis | Step 1. Synthesis of methyl 6-(hydroxymethyl)nicotinate (55): a mixture of methyl 2,5-pyridinedicarboxylate (54; 100.0 g, 0.51 mol), CaCl2 (227.4 g, 2.05 mol), and THF (1100 mL) was mixed with EtOH (1200 mL), and stirred for 30 min. NaBH4 (48.6 g, 1.28 mol) was added in batches at 0 °C. The reaction mixture was stirred at room temperature for 18 hours. Subsequently, saturated NH4Cl solution (1.5 L) and water (2.0 L) were added slowly and extracted with dichloromethane (3 x 3.0 L). The organic phases were combined, dried with MgSO4 and concentrated under reduced pressure to give methyl 6-(hydroxymethyl)nicotinate 55 (82.0 g, 96% yield). | | References | [1] Patent: WO2010/56549, 2010, A1. Location in patent: Page/Page column 103
[2] Journal of Organic Chemistry, 2010, vol. 75, # 3, p. 650 - 659
[3] Inorganic Chemistry, 2015, vol. 54, # 22, p. 10542 - 10558
[4] Patent: US2010/16373, 2010, A1. Location in patent: Page/Page column 16
[5] Patent: US2016/256578, 2016, A1. Location in patent: Paragraph 0124; 0125 |
| | Methyl 6-(hydroxymethyl)nicotinate Preparation Products And Raw materials |
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