Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bromocyclopropane | HCID 78037 | — |
| Reactant | 4-Bromo-2-hydroxybenzonitrile | HCID 12966961 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67513955 | HCID 67513955 | — |
Reaction Steps
A mixture of 4-bromo-2-hydroxybenzonitrile (300 mg, 1.5 mmol), bromo-cyclopropane (480 mg, 4.0 mmol) and Cs2CO3 (300 mg, 1.6 mmol) in 2 mL of anhydrous DMF were heated to 170° C. for 2 hours by microwave. The solid was filtered off, and the filtrate was poured to water, and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated. The residue was purified with prep-TLC to give 4-bromo-2-(cyclopropyloxy)benzonitrile. 1H-NMR (400 MHz, CDCl3) δ ppm 7.46˜7.48 (m, 1H), 7.36˜7.38 (m, 1H), 7.14˜7.16 (m, 1H), 3.79˜3.84 (m, 1H), 0.86˜0.87 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073882B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-70232bfdbbce4f89bb8b7d2e62a7e42f |
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| Source note | uspto-grants-2015_07 |
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