Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 13934185 | HCID 13934185 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | HCID 19001639 | HCID 19001639 | 100.6% |
Reaction Steps
2.94 g of 5-isopropyl-1,3-benzodioxole was dissolved in 30 ml of carbon tetrachloride to obtain a solution. A solution of 3.15 g of bromine in 5 ml of carbon tetrachloride was dropwise added to the solution at a temperature of -5° to 5° C. The obtained mixture was stirred at 10° C. for 8.5 hours. Nitrogen gas was passed through the resulting mixture, followed by the addition of a saturated aqueous solution of sodium hydrogencarbonate and an aqueous solution of sodium thiosulfate. The obtained mixture was extracted with chloroform and the organic layer was washed with a saturated aqueous solution of common salt, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated to obtain 4.38 g of the title compound as a crude oil. 1H-NMR (90 MHz, CDCl3) δ; 1.18(d, J=7.2 Hz, 6H), 3.31(sept, J=7.2 Hz, 1H), 5.88(s, 2H), 6.70(s, 1H), 6.91(s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05292901 |
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| Source dataset | uspto-grants-1994_03 |
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| ORD ID | ord-88b19c9f7e834f599d50521e262ad82f |
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| Source note | uspto-grants-1994_03 |
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