Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | HCID 57675741 | HCID 57675741 | — |
| Catalyst | HCID 178418778 | HCID 178418778 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 57675751 | HCID 57675751 | 77% |
Reaction Steps
[1-(4-Benzyloxyphenyl)-5-methoxy-1H-indol-2-yl]methanol (0.2 g, 0.56 mmol) was dissolved in acetonitrile (2 mL), and iodomethane (0.35 mL, 5.6 mmol) and silver(I) oxide (0.39 g, 1.68 mmol) were added. The mixture was stirred overnight at 40° C., then cooled to room temperature and filtered through a pad of Celite. The filtrate was concentrated. SiO2 chromatography with 3-50% ethyl acetate/hexanes gave 0.16 g (77% yield) of the desired product. LC-MS (C24H23NO3 calc'd 373) m/z 374 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07528262B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-b345facb0a414f17ac997995919cb04b |
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| Source note | uspto-grants-2009_05 |
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