Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | [1-(1-Hydroxypropan-2-yl)-2,5-dimethyl-1H-pyrrol-3-yl](phenyl)methanone | HCID 194460 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 12603267 | HCID 12603267 | 69.4% |
Reaction Steps
Sodium hydride (50% content, 115 mg, 2.3 mmoles) was washed with 20 ml of petroleum ether twice, and 15 ml of dimethoxyethane was added. To the mixture was added 300 mg (1.17 mmoles) of 2-(3-benzoyl-2,5-dimethylpyrrol-1-yl)-2-methylethanol, and the mixture was stirred at room temperature for 2 hours. Then, 5 ml of methyl iodide was added, and the mixture was further stirred at room temperature for 5 hours. After the reaction, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated to afford 270 mg of a crude product. The product was chromatographed on a column of silica gel using cyclohexane/ethyl acetate (4/1) as an eluent to afford compound (206) (220 mg, 0.81 mmole, 69.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04233309 |
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| Source dataset | uspto-grants-1980_11 |
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| ORD ID | ord-d5f2f3b532cb40f2b8957a54cd97d33a |
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| Source note | uspto-grants-1980_11 |
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