Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | p-Anisoyl chloride | HCID 7477 | — |
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | HCID 12052586 | HCID 12052586 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 9958543 | HCID 9958543 | — |
Reaction Steps
Compound 5 (467 mg, 1.1 mmole) was dissolved in tetrahydrofuran (11 mL) and cooled to −78° C. Sodium bis(trimethylsilyl)amide 1.3 mL of a 1.0N solution in THF) was added and the reaction mixture was stirred for 10 minutes. p-Anisoyl chloride (221 mg, 1.3 mmole) was then added. The reaction was warmed to 0° C. then quenched with saturated ammonium chloride and diluted with ether (100 ml). The ether layer was washed with water (2×), brine (1×) and dried over sodium sulfate followed by filtration and evaporation of the filtrate giving the title compound after silica gel chromatography (490 mg, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06525083B2 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-01339bdcb0a74836a6ea9c0f8bcc9148 |
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| Source note | uspto-grants-2003_02 |
|---|