Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bromochloromethane | HCID 6333 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,6-Dimethylbenzene-1,2-diol | HCID 11469114 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4,7-Dimethyl-1,3-benzodioxole | HCID 12580985 | 62% |
Reaction Steps
To a stirred solution of 2.97 g of 3,6-dimethylcatechol and 3.86 g of potassium carbonate in 60 mL of N,N-dimethylformamide is added 1.69 mL of bromochloromethane. A reflux condenser is attached and the mixture heated in an oil bath to 100° C. for 24 hours. The mixture is allowed to cool to room temperature and then is distributed between 100 mL of water and 200 mL of ether. The aqueous layer is separated and extracted with ether. The combined ether layers are dried over magnesium sulfate and concentrated under reduced pressure to yield a red liquid, which is purified by chromatography on silica gel to afford 2.0 g of 4,7-dimethyl-1,3-benzodioxole as a light yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05663189 |
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| Source dataset | uspto-grants-1997_09 |
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| ORD ID | ord-b6d9e3b8f9724eb292da6863f48c91a9 |
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| Source note | uspto-grants-1997_09 |
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