Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Benzene | HCID 241 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 2-Acetyl-5-chlorothiophene | HCID 80572 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 21313213 | HCID 21313213 | 64.5% |
Reaction Steps
57 Parts of 1-(5-chloro-2-thienyl)-1-ethanone are dissolved in 220 parts of 1,2-ethanediol at 50° C. While stirring, there are added dropwise, during a 1 hour-period, 64 parts of bromine without external heating. After stirring for 1 hour at room temperature, 4 parts of 4-methylbenzenesulfonic acid and 360 parts of benzene are added. The whole is stirred and refluxed overnight with water-separator. The reaction mixture is evaporated and the residue is taken up in 2,2'-oxybispropane. The resulting solution is washed successively once with a diluted sodium hydroxide solution and three times with water, dried, filtered and evaporated. The residue is distilled, yielding 73.3 parts (64.5%) of 2-(bromomethyl)-2-(5-chloro-2-thienyl)-1,3-dioxolane; bp. 125° -127° C. at 0.1 mm. pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04079062 |
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| Source dataset | uspto-grants-1978_03 |
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| ORD ID | ord-1daf4b2775fc46a6994c593dcc6a1360 |
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| Source note | uspto-grants-1978_03 |
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