5-Dibenzosuberenone synthesis
- Product Name:5-Dibenzosuberenone
- CAS Number:2222-33-5
- Molecular formula:C15H10O
- Molecular Weight:206.24
Method 1: Dibenzo[a,d]cycloheptan-5-one was used as the starting material, and the target product was prepared by bromine bromination reflux reaction in CCl4 for 18h, followed by addition of triethylamine and then continued reflux for another 16h, and
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2222-33-5
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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
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![5H-Dibenzo[a,d]cyclohepten-5-one, 10,11-dibromo-10,11-dihydro-](/CAS/20210111/GIF/57295-97-3.gif)
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![5H-Dibenzo[a,d]cycloheptene, 5,5-dimethoxy-](/CAS/20210305/GIF/1087-68-9.gif)
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2222-33-5
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