Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 70389300 | HCID 70389300 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethylether hexane | HCID 21584099 | — |
| Product | HCID 70389672 | HCID 70389672 | 79.8% |
Reaction Steps
To a tetrahydrofuran solution (1.0 ml) of the compound prepared in Example 2 (45.8 mg, 0.09 mmol), were successively added dropwise at 0° C. in a nitrogen atmosphere benzyl bromide (0.021 ml, 0.18 mmol) and a tetrahydrofuran solution of tetrabutyl ammonium fluoride (0.090 ml, 0.09 mmol). The mixture was stirred for 1 hour at 0° C., poured into water and extracted with ether. The ether layer was dried over anhydrous magnesium sulfate and the solvent was distilled off under vacuum. The resulting reaction mixture was subjected to column chromatography (ether/hexane=1/1) to give 31.2 mg of the titled compound (yield, 78% based on the starting materials used in Example 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04837349 |
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| Source dataset | uspto-grants-1989_06 |
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| ORD ID | ord-38afecbd9b314add85c7a3aea5d0f5fd |
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| Source note | uspto-grants-1989_06 |
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