Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzo(b)thiophene-6-ol | HCID 88004 | — |
| Reactant | (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl methanesulfonate | HCID 15570840 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68180680 | HCID 68180680 | — |
Reaction Steps
Dimethylformamide (10 mL) was added to a reactor containing 6-hydroxybenzothiophene (22, 619 mg, 4.12 mmol), (R/S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl methanesulfonate ((R/S)-18a, 1.04 g, 4.95 mmol) and Cs2CO3(1.61 g, 4.95 mmol). The reaction mixture was agitated at 100° C. for 6 hours and then cooled to room temperature. After adding water, extracting with ethyl acetate, washing with saturated ammonium chloride aqueous solution, and removing water using sodium sulfate, column chromatography yielded 6-[(R/S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyloxy]benzothiophene ((R/S)-25, 1.08 g, 99%) as a liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133143B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-3545713035d342cfb0a0392adb3e0737 |
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| Source note | uspto-grants-2015_09 |
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