Cat.NO.:A219091 Purity:98%
Product Details of Tetrahydrothiophen-3-one
| CAS No. : | 1003-04-9 |
| Formula : |
C4H6OS |
| M.W : |
102.15
|
| SMILES Code : | O=C1CSCC1 |
| MDL No. : | MFCD00005412 |
| InChI Key : | DSXFPRKPFJRPIB-UHFFFAOYSA-N |
| Pubchem ID : | 61252 |
Safety of Tetrahydrothiophen-3-one
| GHS Pictogram: |  |
| Signal Word: | Warning |
| Hazard Statements: | H302-H315-H319-H335 |
| Precautionary Statements: | P261-P305+P351+P338 |
Application In Synthesis of Tetrahydrothiophen-3-one
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 1003-04-9 ]
[ 1003-04-9 ] Synthesis Path-Downstream 1~2
- 1
[ 2689-69-2 ]
[ 1003-04-9 ]
- 2
- [ 1003-04-9 ]
[ 1065181-58-9 ]
[ 1065181-97-6 ]
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 47% | Intermediate 25:Ethyl 5-bromo-3-(tetrahydro-3-thienyl)-1H-indole-7-carboxylate.Dihydro-3(2H)-thiophenone (0.381 g, 3.73mmol) was dissolved in dichloromethane (50ml) in an oven dried flask containing 3A molecular sieves and stirred under Argon at O0C. TMS-OTf (0.826g, 3.73mmol, 0.67 ml.) was added slowly to the mixture over 10 min. Ethyl 5-bromo-1 /-/-indole-7-carboxylate (1 g, 3.73mmol) was dissolved in DCM (6 ml.) and added to the reaction via syringe pump over 2 hours, after which it was stirred for 30 min at 0 0C. Triethylsilane (0.651 g, 0.89ml, 5.59mmol) was then added all at once and the reaction was stirred at room temperature for 18 hours. The reaction was then quenched with a saturated sodium bicarbonate solution (35 ml.) and extracted with DCM (2 x 50 ml_). The combined organics were washed with water (2 x 100 ml_), brine, dried with MgSO4, and concentrated. The crude compound was purified on Combiflash silica column with 10% EA/Hexane to give 0.62Og (47%) of the title compound. LCMS m/z =355 (M+H), RT = 1.34 min. |
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