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| | Ethyl 2-acetyl-3-(dimethylamino)acrylate Basic information |
| Product Name: | Ethyl 2-acetyl-3-(dimethylamino)acrylate | | Synonyms: | 2-ACETYL-3-DIMETHYLAMINO-ACRYLIC ACID ETHYL ESTER;ETHYL 2-ACETYL-3-(DIMETHYLAMINO)ACRYLATE;ETHYL N, N-DIMETHYLAMINOMETHYLENE ACETOACETATE;Ethyl (2E)-2-(dimethylaminomethylidene)-3-oxobutanoate;ethyl (2z)-2-acetyl-3-(dimethylamino)acrylate;Ethyl 2-[(dimethylamino)methylene]-3-oxo-Butanoicate;Ethyl 2-[(dimethylamino)methylene]acetoacetate;Ethyl 2-acetyl-3-(dimethylamino)acrylate, Ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate, Ethyl 2-[(dimethylamino)methylidene]-3-oxobutanoate | | CAS: | 51145-57-4 | | MF: | C9H15NO3 | | MW: | 185.22 | | EINECS: | | | Product Categories: | Aliphatics;Esters;API intermediates;Miscellaneous Reagents | | Mol File: | 51145-57-4.mol |  |
| | Ethyl 2-acetyl-3-(dimethylamino)acrylate Chemical Properties |
| Melting point | 41-44 °C(Solv: isopropyl ether (108-20-3)) | | Boiling point | 128°C 0,2mm | | density | 1.038±0.06 g/cm3(Predicted) | | refractive index | 1.5330-1.5370 | | storage temp. | Keep in dark place,Sealed in dry,2-8°C | | solubility | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | | pka | 3.52±0.70(Predicted) | | form | Liquid | | color | Pale red | | λmax | 304nm(EtOH(95vol%))(lit.) | | CAS DataBase Reference | 51145-57-4(CAS DataBase Reference) |
| | Ethyl 2-acetyl-3-(dimethylamino)acrylate Usage And Synthesis |
| Chemical Properties | Yellow Oil | | Uses | Ethyl 2-Dimethylaminomethylene-3-oxobutanoate (cas# 51145-57-4) is a compound useful in organic synthesis. | | Synthesis | The general procedure for the synthesis of ethyl (Z)-2-((dimethylamino)methylene)-3-oxobutanoate from ethyl acetoacetate and N,N-dimethylformamide dimethyl acetal was as follows: referring to Example 75, ethyl acetoacetate (79 mL, 0.62 mol) was added to N,N-dimethylformamide dimethyl acetal (100 mL, 0.68 mol) and the mixture was heated to reflux for 1 hour. Upon completion of the reaction, the excess acetal was removed by subtractive distillation, followed by subtractive distillation of the residue to afford the target product (Z)-ethyl (Z)-2-((dimethylamino)methylene)-3-oxobutanoate (85 g, 74% yield). The boiling point of the product was 125-130 °C (400 Pa).1H-NMR (CDCl3) δ: 1.33 (3H, t, J = 7.1 Hz), 2.33 (3H, s), 3.04 (6H, br s), 4.23 (2H, q, J = 7.1 Hz), 7.68 (1H, s). | | References | [1] Patent: WO2006/73361, 2006, A1. Location in patent: Page/Page column 147
[2] Patent: US2007/244088, 2007, A1. Location in patent: Page/Page column 38
[3] Patent: US2008/9523, 2008, A1. Location in patent: Page/Page column 18; 19
[4] Patent: WO2008/4943, 2008, A1. Location in patent: Page/Page column 59
[5] Patent: WO2008/4942, 2008, A1. Location in patent: Page/Page column 56 |
| | Ethyl 2-acetyl-3-(dimethylamino)acrylate Preparation Products And Raw materials |
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