Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dibromomethane | HCID 3024 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 86714085 | HCID 86714085 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71110700 | HCID 71110700 | 65% |
Reaction Steps
To a solution of phenol 192 (1.75 g, 4.95 mmol) in DMF (25 mL) were added dibromomethane (0.42 mL, 5.94 mmol) and Cs2CO3 (5.7 g, 17.3 mmol) at r.t. The mixture was stirred at 90° C. for 12 hours. The mixture was cooled to r.t. and filtered off to remove inorganic salts. The filtrate was extracted with EtOAc/aq. 50% NaCl solution (100 mL/500 mL). The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography to provide the product 193 (1.17 g, 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09034921B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-0dc7f60124cd4b85b7761f24749efe4b |
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| Source note | uspto-grants-2015_05 |
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