Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (+)-Solketal | HCID 736057 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15570875 | HCID 15570875 | — |
Reaction Steps
To a solution of (S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methanol (9.8 g, 74.2 mmol) in anhydrous THF (150 mL) at 0° C. was added sodium hydride (60% in mineral oil) (3.26 g, 82 mmol) in 4 portions over 5 min (caution: gas evolution). The reaction was stirred for an additional 15 min at 0° C., then iodomethane (5.09 mL, 82 mmol) was added and the reaction was warmed to rt. After approximately 1 h at rt, the reaction was diluted with diethyl ether (100 mL), filtered and concentrated to 15-20 mL under vacuum. The yellow liquid was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09249161B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-457b874493c442b0915dcf7164f4580e |
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| Source note | uspto-grants-2016_02 |
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