Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 66756725 | HCID 66756725 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | HCID 86625050 | HCID 86625050 | — |
Reaction Steps
To a solution of 4-benzyloxy-5-bromo-7-methylindan (5.87 g, 19.4 mmol) in THF (75 mL) at −78° C. is added dropwise n-BuLi (1.6 M in hexane, 13.3 mL, 21.3 mmol) and it is stirred at −78° C. for 1.5 h. DMF (freshly distilled from CaH2, 29 mL, 0.38 mol) is added dropwise and it is stirred at −78° C. for 4 h before slowly warmed to ambient temperature and stirred for 18 h. EtOAc is added and it is washed with 1N HCl and brine, dried and concentrated. The residue is purified by flash chromatography to give the title compound as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08119666B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-b56b90de3f0a4bcf900f8d28ce402d33 |
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| Source note | uspto-grants-2012_02 |
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