Molecular Formula | C20H23ClO3 |
Molar Mass | 346.852 |
Boling Point | bp0.01-0.1 200-204° |
Storage Condition | Sealed in dry,2-8°C |
Physical and Chemical Properties | Chemical properties oily body, boiling point 200-204 ℃/1.33-13.3Pa. Acute toxicity LD50 mice (mg/kg): 8000 oral. |
Use | Uses hypolipidemic drugs. Can make blood high cholesterol and triglyceride decreased, so that VLDL and LDL decreased, HDL increased, and the role of anti platelet aggregation. For various types of acceptable drug treatment and diet therapy alone is not obvious effect of hyperlipidemia patients, can also be used for primary diseases including diabetes, thyroid disease, pancreatitis, renal insufficiency, patients with cirrhosis or elevated blood lipids caused by the use of glucocorticoids, ovulation suppression drugs, or diuretics that cannot be controlled. |
Toxicity | LD50 orally in mice: 8000 mg/kg (Thiele, 1979) |
Raw Materials | Ethanol Potassium carbonate Chloroform Magnesium sulfate Sodium bicarbonate Hexane Xylene 2-Butanone Potassium bromide DL-Ethyl 2-bromobutyrate 4-BENZYLPHENOL 4-CHLORO-4''HYDROXYDIPHENYLMETHANE |
method 1:87.0g(0.4 mo1)4 '-chloro-4-hydroxydiphenylmethane and 27.0g(0.2 mo1) anhydrous potassium carbonate were dissolved in 350ml xylene and refluxed for 30min. Add 83.5g(0.4 mo1)2-methyl -2-bromobutyrate ethyl ester solution in 50ml xylene, and reflux vigorously for 24h. Filter to remove the resulting potassium bromide and evaporate the solvent. The remainder is dissolved in ether and extracted with 1mol/L sodium hydroxide. The extracted ether layer is washed with water, anhydrous magnesium sulfate is dried, and then concentrated under reduced pressure. The remaining 82.0g brown oil was dissolved in n-hexane and filtered with 200g Al2O3 column. The filtrate was concentrated and vacuum distilled to obtain 34.7g of benzillofibrate with a boiling point of 200~204 ℃/2.67~13.3Pa.
Method 2:550g(2.5mol)4 '-chloro-4-hydroxydiphenylmethane was dissolved in 3.7L methyl ethyl ketone, 850g(15 mo1) flaky potassium hydroxide was added at 10 ℃ and stirred for 1.5h. At 15 ℃ and 3.5h, 150ml chloroform was added dropwise, and then stirred for 1.5h. Then at 15 ℃ and 1.5h, 325ml chloroform was added dropwise, and stirred at room temperature for 12h. The reaction solution was washed with 2.5L water until neutral and concentrated to 946g left. The remaining red oil is dissolved in 1700ml of 1mol/L sodium carbonate, stirred for 1h, and then washed with ether. After the water layer is acidified, it is extracted with ether. The ether extract is washed with water, and the anhydrous magnesium sulfate is dried and concentrated. The oily residue and 1400ml of absolute ethanol, 70ml of 96% sulfuric acid and 1900ml of anhydrous benzene were refluxed for 12 hours. Add 3 times more water and extract with ether. The extract was washed with water, 10% sodium bicarbonate aqueous solution and water in turn, and anhydrous magnesium sulfate was dried and concentrated. The remaining black oil is dissolved in n-hexane and filtered with a 1kg aluminum oxide column. The filtrate was concentrated and distilled to obtain 300g of colorless benzyl chlorofibrate with a boiling point of 198-210 ℃/4.0Pa.