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ChemicalBook CAS DataBase List Vanillin acetate
881-68-5

Vanillin acetate synthesis

11synthesis methods
By acetylation of vanillin or by oxidation of isoeugenyl acetate with chromic acid in the presence of sulfanilic acid; also by electrolytic reduction of vanillin, followed by acetylation of vanillyl alcohol.
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Yield:881-68-5 120 mg

Reaction Conditions:

with pyridine;dicyclohexyl-carbodiimide in tetrahydrofuran at 0; for 10 h;

Steps:

2 Example 2

Aspirin 0.5g,Vanillin 0.43g,0.22 mL of pyridine dissolved in 2.8 mL of pre-cooled tetrahydrofuran (THF) at 0 ° C,And transferred to a three-necked flask,It was then placed on a magnetic stirrer and stirred in an ice bath.In addition, 0.63 g of dicyclohexylcarbodiimide (DCC) was added to 0.93 mL of 0 ° C pre-cooled THF, and then transferred to a three-necked flask to start the reaction. The temperature of the system was maintained at 0 ° C, stirring was continued for 10 h, and the reaction was monitored by TLC. The reaction is completed and the reaction is stopped. The reaction solution was suction-filtered under reduced pressure, and then filtered to remove white insoluble material (D. Finally, the filtrate was concentrated to dryness under reduced pressure to give a pale yellow crude.The mobile phase was screened by TLC and the separated mobile phase was determined to be petroleum ether-ethyl acetate.50 g of 200-300 mesh column chromatography silica gel was weighed and packed in a petroleum ether wet column. Subsequent preparation of the aspirin derivativeThe crude product was dissolved in ethanol and ethyl acetate, and then mixed with a small amount of silica gel for dry loading. Petroleum ether: ethyl acetate (V:V=30:1) For flow equalization elution, collect and number using tubes, TLC monitor product purity, combine target tubes, decompressConcentrate to dryness and weigh. Acetyl vanillin, white crystals (120 mg);

References:

CN108484397,2018,A Location in patent:Paragraph 0023; 0024; 0025

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