ChemicalBook CAS DataBase List 5-Dibenzosuberenone

5-Dibenzosuberenone synthesis

12synthesis methods

Product Name:5-Dibenzosuberenone
CAS Number:2222-33-5
Molecular formula:C15H10O
Molecular Weight:206.24

10354-00-4
75 suppliers
$43.00/1g

2222-33-5
307 suppliers
$6.00/5g

Yield:2222-33-5 91%

Reaction Conditions:

with tert.-butylhydroperoxide in water at 100; for 24 h;

Steps:

General procedure for the oxidative reaction

General procedure: Caution. tert-Butyl hydroperoxide is an exceptionally dangerous chemical that is highly reactive, flammable, and toxic. It is corrosive to skin and mucous membranes and causes respiratory distress when inhaled. A solution of secondary alcohol (1 mmol) and 70% TBHP (6 or 10 equiv.) was stirred at 100 °C for 24 h. The reaction mixture was quenched with the saturated solution of sodium thiosulfate (5 mL) and extracted with dichloromethane (3 x 10 mL). The combined dichloromethane extracts were dried over anhydrous Na₂SO₄ and filtered, and then the solvent was removed under reduced pressure. The residue was purified by flash column chromatography on silica gel with PE or PE/EtOAc as the eluent to obtain the desired products.

References:

Wu, Jianglong;Liu, Yan;Ma, Xiaowei;Liu, Ping;Gu, Chengzhi;Dai, Bin [Synthetic Communications,2016,vol. 46,# 21,p. 1747 - 1758] Location in patent:supporting information