Spiro[1,3-dioxolane-2,2'(1'H)-pentalen]-5'(3'H)-one, tetrahydro-, (3'aR,6'aS)-rel- synthesis
- Product Name:Spiro[1,3-dioxolane-2,2'(1'H)-pentalen]-5'(3'H)-one, tetrahydro-, (3'aR,6'aS)-rel-
- CAS Number:51716-62-2
- Molecular formula:C10H14O3
- Molecular Weight:182.22
![CIS-BICYCLO[3.3.0]OCTANE-3,7-DIONE](/CAS/GIF/51716-63-3.gif)
51716-63-3
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51716-62-2
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Yield:51716-62-2 56%
Reaction Conditions:
with toluene-4-sulfonic acid in benzene;Heating / reflux;
Steps:
1
Preparation of 7,7-(ethylidene acetal)bicyclo[3.3.0] octane-3-one 1; bIn a 250 ml round bottom flask equipped with a water segregator, tetrahydro-pentalene-2,5-dione 1a (3 g, 21 mmol) and ethane-1,2-diol (1.03 mL, 18.5 mmol) were dissolved in 150 mL benzene under stirring, then 4-methylbenzenesulfonic acid (50 mg, 0.21 mmol) was added. Upon completion of the addition, the reaction mixture was heated to reflux overnight and then cooled to room temperature. The solvent of benzene was removed under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound 7,7-(ethylidene acetal)bicyclo[3.3.0] octane-3-one 1b (1.8 g, yield 56%) as a colorless oil.MS m/z (ESI): 183.5 [M+1].
References:
US2009/176847,2009,A1 Location in patent:Page/Page column 13
74513-16-9
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$252.00/5g
107-21-1
1330 suppliers
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51716-62-2
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51716-63-3
89 suppliers
$13.00/250mg
51716-62-2
11 suppliers
inquiry