ChemicalBook CAS DataBase List 3-Cyanobenzaldehyde

3-Cyanobenzaldehyde synthesis

9synthesis methods

Product Name:3-Cyanobenzaldehyde
CAS Number:24964-64-5
Molecular formula:C8H5NO
Molecular Weight:131.13

874-97-5 Synthesis

874-97-5
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$18.30/250mg

24964-64-5
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$9.00/1g

Yield:24964-64-5 89%

Reaction Conditions:

with 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;oxygen;rac-Ala-OH;iron(II) bromide in 1,4-dioxane for 12 h;Reflux;Green chemistry;

Steps:

6 Example 6
Equipped with a magnetic stirrer in round bottom flask methyl benzyl alcohol (12. 22g, 100. Ommol, namely formula The R1 is 4-methyl, R2 is hydrogen, X is carbon, η is 1, m is 0), ferric chloride (0. 81g, 5mmol), L- isoleucineAcid (1.31g, 10mmol), TEMP0 (1.56g, 10mmol), toluene 300. OmL was added , then the reaction with oxygen in the air bottleReplacement, stirred and reflux for 6h. After completion of reaction, the reaction mixture was cooled to room temperature, filtered, the filtrate evaporated to give the crude product,The resultant crude product was purified by column chromatography, with n-hexane: Elution: (10 1 volume ratio) mixed liquid of ethyl acetate containing the desired collectionLabeled compound of the eluent, evaporation of the solvent and dried to give the product p-tolualdehyde 10. 93g, 91%.Reactants used were 3-cyano-benzyl alcohol (1.33g, 10. Ommol, i.e., of formula (I), R1 is cyano, R2Is hydrogen, X is carbon, [eta] is l, m is 0 is taken, experimental methods and procedures were the same as in Example 1, except that: ferrous bromide (0. llg,0. 5mmol), DL- alaine propionic acid (0 · 09g, lmmol), TEMPO (0 · 16g, lmmol), dioxane 30. OmL, the reaction with oxygenAfter stirring at reflux of air displacement should bottle 12h. To give the final product 1. 17g, yield 89%.

References:

Zhejiang University;Zhang, Guofu;Li, Shasha;Ding, Chengrong;Zhang, Guihua;Xie, Xiaoqiang;Lei, Jie CN105294413, 2016, A Location in patent:Paragraph 0061; 0062; 0063; 0064; 0065

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