A kind of alkynyl heptanediol compound and its preparation method and application
A technology for alkynyl heptanediol and compound, which is applied in the field of alkynyl heptanediol compounds and their preparation, can solve the problem of no literature report on biological activity, and achieves simple and convenient follow-up treatment, good bactericidal activity and high yield Effect
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Embodiment 1
[0083] Synthesis of 3-methyl-1,7-diphenyl-1,6-diynyl-3,5-heptanediol.
[0084] in N 2 Under protective conditions, put newly prepared phenylacetylene magnesium bromide (0.05mol, 80mL THF) into a 250mL three-neck flask, place the flask at -15°C, stir for 5min, and pour the Grignard reagent into the constant pressure dropping funnel A mixture of 4.305 g (0.05 moL) of vinyl acetate and 40 mL of freshly distilled THF was added dropwise. Reaction exothermic, low temperature to reduce the occurrence of side reactions. Keep stirring and react for about 8h. After the reaction is complete, add saturated NH 4 The Cl solution quenches the reaction and hydrolyzes the product. With ethyl acetate (40mL×3), the organic layers were combined, washed with saturated NaCl (100mL×3), and then washed with anhydrous NaCl 2 SO 4 The organic phase was dried, filtered, and precipitated under reduced pressure with eluent petroleum ether: ethyl acetate (15:1) to obtain a white solid through column ...
Embodiment 2
[0094] Synthesis of anti-3-methyl-1,7-bis(4-methylphenyl)-1,6-diynyl-3,5-heptanediol.
[0095]
[0096] in N 2 Under protective conditions, put freshly prepared 4-methylphenylacetylene magnesium bromide (0.05mol, 80mL THF) into a 250mL three-neck flask, place the flask at -15°C, stir for 5min, and place in a constant pressure dropping funnel A mixture of 4.305 g (0.05 moL) of vinyl acetate and 40 mL of freshly distilled THF was added dropwise to the Grignard reagent. Reaction exothermic, low temperature to reduce the occurrence of side reactions. Keep stirring and react for about 8h. After the reaction is complete, add saturated NH 4 The Cl solution quenches the reaction and hydrolyzes the product. With ethyl acetate (40mL×3), the organic layers were combined, washed with saturated NaCl (100mL×3), and then washed with anhydrous NaCl 2 SO 4 The organic phase was dried, filtered, and precipitated under reduced pressure with eluent petroleum ether: ethyl acetate (15:1) t...
Embodiment 3
[0100] Synthesis of 3-methyl-1,7-bis(4-methoxyphenyl)-1,6-diynyl-3,5-heptanediol.
[0101] in N 2 Under protective conditions, put newly prepared 4-methoxyphenylacetylene magnesium bromide (0.05mol, 80mL THF) into a 250mL three-neck flask, place the flask at -15°C, stir for 5min, and drop the liquid under constant pressure A mixture of 4.305 g (0.05 moL) of vinyl acetate and 40 mL of freshly distilled THF was added dropwise to the Grignard reagent through the funnel. Reaction exothermic, low temperature to reduce the occurrence of side reactions. Keep stirring and react for about 8h. After the reaction is complete, add saturated NH 4The Cl solution quenches the reaction and hydrolyzes the product. With ethyl acetate (40mL×3), the organic layers were combined, washed with saturated NaCl (100mL×3), and then washed with anhydrous NaCl 2 SO 4 The organic phase was dried, filtered, and precipitated under reduced pressure with eluent petroleum ether: ethyl acetate (15:1) to ob...
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