2-Chloro-4-pyridinecarboxylic acid 1,1-dimethylethyl ester
2-Chloro-4-pyridinecarboxylic acid 1,1-dimethylethyl ester
CAS: 295349-62-1
Molecular Formula: C10H12ClNO2
2-Chloro-4-pyridinecarboxylic acid 1,1-dimethylethyl ester - Names and Identifiers
2-Chloro-4-pyridinecarboxylic acid 1,1-dimethylethyl ester - Physico-chemical Properties
| Molecular Formula | C10H12ClNO2 |
| Molar Mass | 213.66 |
| Density | 1.173±0.06 g/cm3(Predicted) |
| Boling Point | 287.4±20.0 °C(Predicted) |
| Flash Point | 127.6°C |
| Vapor Presure | 0.00248mmHg at 25°C |
| pKa | -1.27±0.10(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| Refractive Index | 1.514 |
2-Chloro-4-pyridinecarboxylic acid 1,1-dimethylethyl ester - Reference Information
| use | tert-butyl 2-chloroisonicotinate is a useful research chemical for organic synthesis and other chemical processes. |
| Preparation | 2-chloro-isonicotinic acid tert-butyl ester takes 2-chloro-isonicotinic acid as the starting material, and undergoes oxalyl chloride reaction to prepare 2-chloro-isonicotinyl chloride, and then undergoes substitution reaction with potassium tert-butoxide to prepare the target compound 2-chloro-isonicotinic acid tert-butyl ester. The synthesis reaction formula is shown in the following figure: experimental operation: synthesis of 2-chloro-isonicotinoyl chloride 2-chloro-isonicotinic acid and DMF are added to dry dichloromethane, cooled to 0 ℃, protected by nitrogen, added oxalyl chloride dropwise, and finished dropwise for 30 min. After dropping, stir and react at 0~5 ℃ for 1 h, then heat to 30 ℃ and reflux for 2 h. The solvent and oxalyl chloride are evaporated under reduced pressure, and dried to constant weight with toluene to obtain brown solid 2-chlorisonicotinoyl chloride, which is directly used in the next reaction. Synthesis of tert-butyl 2-chloroisonicotinic acid The obtained 2-chloroisonicotinoyl chloride is added to anhydrous tetrahydrofuran, the temperature is cooled to 0 ℃, potassium tert-butoxide is slowly added, the temperature is controlled to 0~10 ℃, and 1 dilution is added. After adding, stir and react at normal temperature for 2 h. After the solvent is evaporated under reduced pressure, ethyl acetate is added for dilution, and dilute hydrochloric acid is added dropwise to adjust to about pH 7. The liquid is separated, the organic layer is washed with water and saturated sodium chloride solution in turn, and the brown liquid 2-chloro-isonicotinic acid tert-butyl ester is concentrated under reduced pressure. |
Last Update：2024-04-09 21:01:54
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