ChemicalBook CAS DataBase List 3-(4-TERT-BUTYL-PHENYL)-PROPENAL

3-(4-TERT-BUTYL-PHENYL)-PROPENAL synthesis

7synthesis methods

Product Name:3-(4-TERT-BUTYL-PHENYL)-PROPENAL
CAS Number:84434-23-1
Molecular formula:C13H16O
Molecular Weight:188.2655

Benzene, 1-(1,1-dimethylethyl)-4-(1-propenyl)-

68175-34-8
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84434-23-1
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Yield: 69%

Reaction Conditions:

with tert.-butylhydroperoxide;Ru(2,4,13,15-tetraphenyl-1,5,12,16-tetraaza-tricyclo[14.2.2.06,11]eicosa-4,6⁽¹¹⁾,7,9,12-pentaene)Cl₂ in acetonitrile at 20; for 3 h;Irradiation;Reagent/catalyst;

Steps:

2.4.1 C-H bond activation of methylstyrenes
General procedure: To a solution of Zn(II)/Ru(II) complex (1.25μmol), methylstyrenes (0.5mmol) and TBHP (1.0mmol) in 10mL of acetonitrile was added at room temperature. After the reaction was stirred under visible light for three hours, (monitored the reaction by LC-MS) solvent was distilled under reduced pressure. Purification of crude products by column chromatography with hexane/dichloromethane (9:1, v/v) as eluent to an afforded pure product (Scheme 2).

References:

Gugulothu, Venkanna;Ahemed, Jakeer;Subburu, Mahesh;Yadagiri, Bhongiri;Mittal, Ritu;Prabhakar, Chetti;Pola, Someshwar [Polyhedron,2019,vol. 170,p. 412 - 423]