Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | HCID 66760191 | HCID 66760191 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66760949 | HCID 66760949 | 68% |
Reaction Steps
Sodium thiomethoxide (213 mg, 3.03 mmol) was added to a solution of DMA (3 mL) containing 5-bromo-2-(iodomethyl)-2,4,6,7-tetramethyl-2,3-dihydro-1-benzofuran (270 mg, 0.683 mmol) synthesized in Reference Example 133, and the mixture was stirred at 140° C. for 4 hours. The reaction solution was cooled to room temperature, and water and ethyl acetate were added thereto to separate an organic layer. The organic layer was washed with saturated saline, and dried using anhydrous magnesium sulfate, followed by concentration under reduced pressure. The residue was purified by silica gel chromatography (hexane-ethyl acetate 100:0-90:10) to give 130 mg of the title compound (yield: 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08957069B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-4e9989d86d8b4e9f9fc81bb1abe83e31 |
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| Source note | uspto-grants-2015_02 |
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