Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bromocyclobutane | HCID 78110 | — |
| Reactant | 5-Formyl-2-hydroxy-3-methyl-benzoic acid methyl ester | HCID 59314133 | — |
| Catalyst | Potassium Iodide | HCID 4875 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59314239 | HCID 59314239 | 94% |
Reaction Steps
To a mixture of bromocyclobutane (1.39 g, 10.3 mmol), potassium iodide (43 mg, 5 mol %), and CsCO3 (3.84 g, 11.84 mmol) in DMF (18 mL) is added 5-formyl-2-hydroxy-3-methyl-benzoic acid methyl ester (1.0 g, 5.15 mmol). The reaction is placed in the microwave reactor and heated at 110° C. for 6 h. Water (50 mL) is added to the reaction and the solution is extracted with EtOAc (3×40 mL). The combined organic layers are dried over anhydrous MgSO4 and concentrated in vacuo to give product (282) as orange-yellow oil (1.20 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08569535B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-9cc3ee78b07a4632bd6ef9ab63ad897a |
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| Source note | uspto-grants-2013_10 |
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