Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl ketone | HCID 7288 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | HCID 66712584 | HCID 66712584 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86595461 | HCID 86595461 | — |
Reaction Steps
To a pressure tube was added 5-(3,4-difluoro-phenoxy)-isoindole-1,3-dione (680 mg), potassium carbonate (1 g), 3-pentanone (20 ml), and methyl bromoacetate (295 μL). The resulting mixture was heated to 105° C. for 17 h. The reaction was diluted with 20 ml water and extracted with ethyl acetate (2×). The organic layer was dried and concentrated. The mixture was purified through silica gel chromatography with 4:1 hexanes/ethyl acetate and 3:1 hexanes/ethyl acetate to give 657 mg title compound. 1H NMR (200 MHz, DMSO) δ 7.95 (d, J=9.0 Hz, 1H), 7.64-7.41 (m, 4H), 7.15-7.08 (m, 1H), 4.44 (s, 2H), 3.70 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09339527B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-a07055651bbc4c3b90950872514691ba |
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| Source note | uspto-grants-2016_05 |
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