Novel synthesis process of 5-fluoro-2-hydroxyacetophenone
The technology of hydroxyacetophenone and o-hydroxyacetophenone is applied in the field of new synthesis process of 5-fluoro-2-hydroxyacetophenone, and can solve the problems of complicated steps, generation of sodium nitrite waste water, low industrial feasibility and the like , to achieve the effect of avoiding high-salt wastewater, less three wastes, and high industrial feasibility
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0028] Synthesis of 5-chloro-2-hydroxyacetophenone: add o-hydroxyacetophenone (68g, 1.0eq), 50mL of chloroform, and 0.1g of catalyst iron powder into a 500 mL three-necked flask, absorb the exhaust gas, stir evenly, and then cool down to Below 10°C, control the temperature not to exceed 30°C, slowly add 150g of pre-prepared chloroform solution of chlorine gas (chlorine gas content is 28%) dropwise, keep the temperature at 35-40°C and react for 2-3 hours after the completion of the introduction, and the TLC control reaction ends Then, slowly add water to quench the reaction, continue stirring for 1 hour after quenching, the organic phase is washed twice with saturated sodium bicarbonate, dried over anhydrous magnesium sulfate, concentrated to dryness to obtain a yellow oil, which is recrystallized from petroleum ether to obtain a pale yellow solid 80 g, yield 94.5%;
[0029] Synthesis of 5-fluoro-2-hydroxyacetophenone: add 5-chloro-2-hydroxyacetophenone (50g, 1.0eq) to a 250 mL...
Embodiment 2
[0032] Synthesis of 5-bromo-2-hydroxyacetophenone: add o-hydroxyacetophenone (68g, 1.0eq), dichloromethane 150mL, catalyst iron powder 0.15g into a 500 mL three-necked flask, absorb the exhaust gas, and stir evenly Cool down to below 10°C, control the temperature not to exceed 30°C, slowly add bromine (67g, 1.15eq) dropwise, reflux for 1 hour after the dropwise addition, after the TLC control reaction is over, slowly add water to quench the reaction, after quenching Stirring was continued for 1 hour, the organic phase was washed twice with saturated sodium bicarbonate, dried over anhydrous magnesium sulfate, and concentrated to dryness to obtain a yellow oil, which was recrystallized from n-hexane to obtain 97.5 g of a pale yellow solid with a yield of 91.2%;
[0033] Synthesis of 5-fluoro-2-hydroxyacetophenone: add 5-bromo-2-hydroxyacetophenone (50g, 1.0eq) to a 250 mL three-necked flask, add 150 mL of anhydrous DMF solvent, and anhydrous powder potassium fluoride (23g, 1.38e...
Embodiment 3
[0035] Synthesis of 5-bromo-2-hydroxyacetophenone: add o-hydroxyacetophenone (68g, 1.0eq), dichloromethane 150mL, catalyst iron powder 0.15g into a 500 mL three-necked flask, absorb the exhaust gas, and stir evenly Cool down to below 10°C, take another 107g NBS and dissolve it in 200ml of dichloromethane, control the temperature not to exceed 30°C, slowly add NBS solution dropwise, after the dropwise addition, reflux for 1 hour, after the TLC control reaction is over, slowly add water to quench The reaction was quenched and stirred for 1 hour. The organic phase was washed twice with saturated sodium bicarbonate, dried over anhydrous magnesium sulfate, and concentrated to dryness to obtain a yellow oil, which was recrystallized from n-heptane to obtain 89 g of a pale yellow solid with a yield of 89 g. 83%;
[0036] Synthesis of 5-fluoro-2-hydroxyacetophenone: add 5-bromo-2-hydroxyacetophenone (50g, 1.0eq) to a 250 mL three-necked flask, add 120 mL of anhydrous DMSO solvent, and...
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More