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ChemicalBook CAS DataBase List 4,4'-Methylenebis(2,6-di-tert-butylphenol)

4,4'-Methylenebis(2,6-di-tert-butylphenol) synthesis

14synthesis methods
-

Yield:118-82-1 96%

Reaction Conditions:

with proton exchanged montmorillonite in dichloromethane at 25; for 0.67 h;Solvent;Time;

Steps:

4. H-mont-mediated transformation of benzylic alcohols 1a-1j

General procedure: To a solution of 4-hydroxy and 4-methoxybenzylic alcohols (0.366 mmol) in anhydrous CH2Cl2 (3 mL) was added H-mont (260 mg). The reaction mixture was stirred at 25 oC until the TLC indicated the consumption of the starting material. The mixture was ltered to remove H-mont. The filtrate was evaporated under reduced pressure. The residue was puried by ash chromatography (petroleum ether/ethylacetate 400:1 to 5:1) to give the product. The results are summarized in Table 1. 4,4'-Methylenebis(2,6-di-tert-butylphenol) (2a).9 Yellow soild. 1H NMR (300 MHz, CDCl3) δ 7.07 (s, 4H), 5.08 (s, 2H), 3.89 (s, 2H), 1.47 (s, 36H); 13C NMR (75 MHz, CDCl3) δ 151.4, 135.2, 131.5, 124.9, 40.9, 33.8, 29.8; ESI MS m/z 424.4.

References:

Chen, Dongyin;Chen, Xuan;Dong, Zezhong;Jiang, Nan;Li, Fei;Yun, Yangfang;Zhou, Yu [Tetrahedron Letters,2020,vol. 61,# 48,art. no. 152584] Location in patent:supporting information

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