Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | HCID 19380930 | HCID 19380930 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 70045243 | HCID 70045243 | — |
Reaction Steps
To a stirred solution of 114 (8.0 g, 24.2 mmol), and THF (180 mL) at -78° C. was added LDA (50 mL, 25 mmol, 0.5M/THF) dropwise. After 15 min. allyl bromide (2.3 mL, 26.6 mmol) was added. After 1.0 hour, the reaction mixture was allowed to warm to 0° C. over a 10 min. period. The reaction mixture was diluted with ethyl acetate and then washed with 5% KHSO4 and brine, dried (MgSO4) and concentrated. Flash chromatography (silica, 50% ethyl acetate/hexanes) gave 115.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05281585 |
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| Source dataset | uspto-grants-1994_01 |
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| ORD ID | ord-5654d722812c4530b97f33c45b93e0aa |
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| Source note | uspto-grants-1994_01 |
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