Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | (+)-Solketal | HCID 736057 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 13904786 | HCID 13904786 | 89% |
Reaction Steps
Sodium hydride (0.8 g) was added with DMF (5 mL) and tetrahydrofuran (THF, 20 mL) and stirred at 0° C. The reaction solution was added dropwise with a solution of (S)-(+)-2,2-dimethyl-1,3-dioxolane-4-methanol (2.4 g) in a mixture of DMF (3 mL) and THF (3 mL) and stirred at 0° C. for 1 hour. The reaction solution was added with 4-methoxybenzyl chloride (2.8 mL) and stirred at room temperature for 3 hours. The reaction solution was added with a saturated ammonium chloride solution and extracted twice with ethyl acetate, and the resulting organic layer was washed four times with water and once with saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed to obtain a crude product of (S)-(+)-4-(4-methoxybenzyloxymethyl)-2,2-dimethyl-1,3-dioxolane (4.1 g, yield: 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07371877B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-2a0ee7b72755415a8c85c2d6ae4df61e |
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| Source note | uspto-grants-2008_05 |
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