Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | HCID 23345398 | HCID 23345398 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Quinoline | HCID 7047 | — |
| Product | HCID 23345400 | HCID 23345400 | — |
Reaction Steps
4-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide (0.1 m) is dissolved in dry quinoline. To the quinoline solution is added (0.1 M) of cuprous cyanide. The temperature of the mixture is maintained between 100°-160° C. for about 6 to 12 hours. At the end of this time the mixture is poured into water and concentrated ammonium hydroxide. Benzene is added and the mixture is stirred until the solids are dissolved. Ethyl ether is added and the mixture is filtered to remove undissolved solids. The organic and aqueous phases are separated and the aqueous phase is discarded. The organic phase is then washed with 6 N ammonium hydroxide, 6 N hydrochloric acid and saturated sodium chloride. Removal of the benzene-ethyl ether gives the title compound which is used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04219648 |
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| Source dataset | uspto-grants-1980_08 |
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| ORD ID | ord-92467ac163fc4971bd3d88e8a64a9868 |
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| Source note | uspto-grants-1980_08 |
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