Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 178500704 | HCID 178500704 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178500706 | HCID 178500706 | 103.9% |
Reaction Steps
Cis (4-Hydroxy-cyclohexyl)-acetic acid methyl ester (500 mg, 2.90 mmol) were dissolved in 1.5 ml DMF and cooled to 0-5° C. Sodium hydride (190 mg, 4.35 mmol, 55%) and iodomethane (3.62 ml, 23.2 mmol) were added and the reaction mixture stirred for 4 hours at 0-5° C. The reaction mixture was quenched with saturated NaHCO3-solution and extracted with dichloromethane. The organic extract was washed with brine, dried with sodium sulfate, filtered and evaporated. The crude product (561 mg, quant.) was obtained as a colourless oil and used without any further purification for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08097637B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-0941b75f8abf4f65af15e8bfaaf31125 |
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| Source note | uspto-grants-2012_01 |
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