Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 70002339 | HCID 70002339 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70001255 | HCID 70001255 | 94.3% |
Reaction Steps
2.0 g (8.0 mmol) of 2,3-dihydro-4-cyano-4′-hydroxy-7-methoxybenzofuran-2-spiro-3′-tetrahydrofuran (A11) in 15 ml of dimethylformamide are added dropwise under a nitrogen atmosphere to a solution of 270 mg (8.8 mmol) of 80% strength sodium hydride in 10 ml of dimethylformamide and the mixture is heated at 40° C. for 1 h. 700 μl (10.6 mmol) of methyl iodide, dissolved in 5 ml of dimethylformamide, are then added dropwise at RT. The mixture is stirred at RT for 2 h, concentrated, and the residue is crystallized from 50 ml of water. 1.97 g of the title compound of m.p. 151-156° C. are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06303789B1 |
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| Source dataset | uspto-grants-2001_10 |
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| ORD ID | ord-99ef51755f644c4199e1e08cfa26f9a4 |
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| Source note | uspto-grants-2001_10 |
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