Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzo(B)Thiophene | HCID 7221 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | HCID 21477088 | HCID 21477088 | — |
Reaction Steps
Benzo[b]thiophene of formula II-1 (2.68 g) is added to THF (70 mL) and cooled to -78° C. n-Butyl lithium (1M in hexane, 20 mmol) is then added and the resulting solution stirred for 1.5 hours. The cooling bath is removed for 30 minutes and then cooled back to -78° C. Cyclopropylcarboxaldehyde (1.4 g) is then added in a single portion and the reaction quenched by adding a saturated NH4Cl solution. The reaction is extracted with ether, dried and solvent removed in vacuo to yield the title product as a clear oil that solidified on standing.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05686486 |
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| Source dataset | uspto-grants-1997_11 |
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| ORD ID | ord-00efb58c977b44d8804e3a5821151013 |
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| Source note | uspto-grants-1997_11 |
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