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ChemicalBook CAS DataBase List Methyl anisate

Methyl anisate synthesis

15synthesis methods
By esterification of anisic acid with methanol or from sodium anisate, dimethyl sulfate and small amounts of methanol.
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Yield:121-98-2 84%

Reaction Conditions:

with tert.-butylhydroperoxide;sodium azide;tetra-(n-butyl)ammonium iodide in toluene at 90; for 2 h;

Steps:

2 Example 2: Preparation of methyl 4-methoxybenzoate
Take a clean 15mL high pressure reaction bottle,Was added p-methoxybenzaldehyde (74.8 mg, 0.55 mmol), tetrabutylammonium iodide (40.6 mg, 0.11 mmol)Sodium azide (107.25 mg, 1.65 mmol)Oxidant tert-butyl hydroperoxide (0.10 mL, 0.825 mmol)And methyl iodide (156.15 mg, 1.1 mmol)Solvent Toluene (1.0 mL),Add a small magnet,90 reaction 2h,Dichloromethane (3 x 10 mL). The organic phase was decompressed under reduced pressure and extracted with ethyl acetate: petroleum ether = 1: 30 solvent as eluant, 300 column chromatography silica gel as filler,The title product was purified by column chromatography (76.71 mg, yield 84%).

References:

Hangzhou Normal University;Zhong Guofu;Zeng Xiaofei;Chen Qiliang;Shen Dan;Ding Liyuan CN106588644, 2017, A Location in patent:Paragraph 0049; 0050; 0051; 0126; 0127; 0128

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