Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid synthesis
- Product Name:Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid
- CAS Number:56842-95-6
- Molecular formula:C7H8O4
- Molecular Weight:156.14
![Ethanone, 1,1-bicyclo[1.1.1]pentane-1,3-diylbis- (9CI)](/CAS/GIF/115913-30-9.gif)
115913-30-9
56842-95-6
The general procedure for the synthesis of bicyclo[1.1.1]pentane-1,3-dicarboxylic acid using 1,1'-(bicyclo[1.1.1]pentane-1,3-diyl)diethyl ketone as a starting material was as follows: compound 4 (23 g) was dissolved in dioxane (100 mL), followed by a slow, titrational addition to a sodium hypochlorite solution (1 L) over a temperature range of 10 °C to 15 °C. The reaction mixture was stirred continuously at this temperature for 4 hours. Upon completion of the reaction, sodium thiosulfate (6 g) was added to quench the reaction. The reaction solution was washed with chloroform (400mL x 3). The aqueous phase was acidified with concentrated hydrochloric acid to pH less than 1, followed by extraction with ethyl acetate (500 mL × 3). All ethyl acetate extracts were combined, washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated to give compound 5 (11.5 g) in 50% yield.
![Bicyclo[1.1.1]pentane-1,3-dicarboxylic acid, MonoMethyl ester](/CAS/GIF/83249-10-9.gif)
115913-30-9
97 suppliers
$23.00/100mg
56842-95-6
127 suppliers
$38.00/100mg
![DiMethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate](/CAS/20150408/GIF/115913-32-1.gif)
115913-32-1
102 suppliers
$26.00/100mg
56842-95-6
127 suppliers
$38.00/100mg