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ChemicalBook CAS DataBase List 2-Propynoic acid, 3-(4-chlorophenyl)-, methyl ester

2-Propynoic acid, 3-(4-chlorophenyl)-, methyl ester synthesis

14synthesis methods
The synthesis of 2-Propynoic acid, 3-(4-chlorophenyl)-, methyl ester is as follows:
Into a 10 mL reaction tube was added 212 mg methyl-3-(4-chlorophenyl)-3-oxopropionic acid (1.0 mmol), 608 mg DBU (4.0 mmol), 7.5 mL DMSO, and a balloon filled with sulfuryl fluoride gas for a long time. In the form of a needle, air is bubbling below the liquid surface. The reaction system was reacted at room temperature for 3 hours. The progress of the reaction was detected by a thin layer chromatography plate. After the reaction was completed, the rotary evaporator was used to spin dry, and the residue was purified by silica gel column chromatography. The eluent was petroleum ether:ethyl acetate=10:1, to obtain methyl- 3-(4-Chlorophenyl)propynoic acid (165 mg, 85%).
synthesis of 2-Propynoic acid, 3-(4-chlorophenyl)-, methyl ester.png
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Yield:7515-18-6 85%

Reaction Conditions:

with sulfur(VI) fluoride;1,8-diazabicyclo[5.4.0]undec-7-ene in (methylsulfinyl)methane at 20;

Steps:

7 Example 7:

Into a 10 mL reaction tube was added 212 mg methyl-3-(4-chlorophenyl)-3-oxopropionic acid (1.0 mmol), 608 mg DBU (4.0 mmol), 7.5 mL DMSO, and a balloon filled with sulfuryl fluoride gas for a long time. In the form of a needle, air is bubbling below the liquid surface. The reaction system was reacted at room temperature for 3 hours. The progress of the reaction was detected by a thin layer chromatography plate. After the reaction was completed, the rotary evaporator was used to spin dry, and the residue was purified by silica gel column chromatography. The eluent was petroleum ether:ethyl acetate=10:1, to obtain methyl- 3-(4-Chlorophenyl)propynoic acid (165 mg, 85%)

References:

CN114989035,2022,A Location in patent:Paragraph 0036-0040