Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | ethyl 3-formyl-4-hydroxybenzoate | HCID 271759 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 22313405 | HCID 22313405 | 92% |
Reaction Steps
To a stirred solution of ethyl 3-formyl-4-hydroxybenzoate [see: Skattebol, Acta. Chemica. Scandinavica 1999, 53, 258] (1.9 g, 10.0 mmol) and anhydrous K2CO3 (2.7 g, 19.5 mmol) in acetone (30 mL) is added allyl bromide (1.7 mL, 19.8 mmol). The mixture is heated in a 60° C. oil bath for 2 h. The mixture is cooled to rt, filtered and concentrated in vacuo to afford 2.1 g (92%) of ethyl 4-(allyloxy)-3-formylbenzoate as a white solid: 1H NMR (400 MHz, CDCl3) δ 10.5, 8.5, 8.2, 7.1, 6.1, 5.5, 5.4, 4.8, 4.4, 1.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06951868B2 |
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| Source dataset | uspto-grants-2005_10 |
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| ORD ID | ord-a5a98a18bd844853bc17533e09cccdc3 |
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| Source note | uspto-grants-2005_10 |
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