Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzo(B)Thiophene | HCID 7221 | — |
| Reactant | 2-Acetylbenzothiophene | HCID 89805 | — |
| Reactant | N-Methoxy-N-methylacetamide | HCID 537505 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 5061934 | HCID 5061934 | — |
Reaction Steps
2-Acetyl benzo[b]thiophene. Method a. Using the method described in Scheme 1, benzo[b]thiophene (10 g, 75 mmole) was dissolved in THF (50 mL) and cooled to -78° C. Butyl lithium (28 mL, 2.7 M in hexanes) was added. The mixture was stirred for 15 minutes and N,O-dimethyl acetohydroxamic acid was added. Following an additional 30 minutes of stirring, the reaction was quenched at -78° C. with ethanol and 2N HC1 solution and extracted into ether. The solvent was removed in vacuo and the residue chromatographed on silica gel eluting with 20% ether in pentane to yield 6.9 g of the desired product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04873259 |
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| Source dataset | uspto-grants-1989_10 |
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| ORD ID | ord-45c8109020cf41e38d2e370e7965705b |
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| Source note | uspto-grants-1989_10 |
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