Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 9795017 | HCID 9795017 | — |
| Reactant | HCID 178418348 | HCID 178418348 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15661021 | HCID 15661021 | — |
Reaction Steps
To a solution of dibenzo[b,f]thiepin-3-carboxylic acid (U.S. Pat. No. 4,536,507 (1985)) (415 mg, 1.63 mmole) in THF (20 mL) at 0° C. there was added methyl lithium in ether 1.4M (2.56 mL, 3.59 mmol); the mixture was stirred at 0° C. for 1 hour, then poured onto a well-stirred saturated aqueous ammonium chloride solution (100 mL). The organic phase was collected, washed twice with brine, dried and evaporated. Column chromatography on silica gel, eluting with a 1:2 mixture of ethyl acetate-hexane, afforded the title compound as a yellow solid (320 mg), m.p.: 82°-84° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05036067 |
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| Source dataset | uspto-grants-1991_07 |
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| ORD ID | ord-78670556aeed4019812c485d5d663bfb |
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| Source note | uspto-grants-1991_07 |
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