Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Dimethyl Disulfide | HCID 12232 | — |
| Reactant | HCID 18319622 | HCID 18319622 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 18319519 | HCID 18319519 | — |
Reaction Steps
The mixture of ethyl 2,3-dihydro-7-amino-1-benzoxepin-4-carboxylate (2.0 g), dimethyl disulfide (2.3 ml) and t-butylnitrile (1.2 ml) in acetonitrile (4 ml) was stirred at 50° C. for 2.5 hours. The mixture was poured into a mixture of ethyl acetate and water. The separated organic layer was washed with water, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel using a mixture of hexane and toluene (1:1) as an eluent. The eluted fractions containing the desired product were collected and evaporated in vacuo to give ethyl 2,3-dihydro-7-methylthio-1-benzoxepin-4-carboxylate (1.24 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06346527B1 |
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| Source dataset | uspto-grants-2002_02 |
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| ORD ID | ord-373bff12358e4be6bda83cc70755305c |
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| Source note | uspto-grants-2002_02 |
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