Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Hydroxy benzaldehyde ethyl 2-bromoacetate | HCID 131734540 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 2-(3-formylphenoxy)acetate | HCID 1494377 | 23% |
Reaction Steps
3-hydroxy benzaldehyde/ethyl 2-bromoacetate (1.1 eq) and K2CO3 (2 eq) were taken in DMF and heated at 80° C. for 16 h when TLC indicated completion of reaction. The reaction mixture was cooled to rt and poured into water. Extraction was done with DCM. The combined organic extracts was dried, concentrated and purified by column chromatography using silica gel (100-200 mesh) to afford the pure product (23%) as a colorless oil. NMR: δ 1.298 (t, J=7.2 Hz, 3H), 4.27 (q, J=7.2 Hz, 2H), 4.683 (s, 1H), 7.20-7.27 (m, 1H), 7.361 (s, 1H), 7.42-7.52 (m, 2H), 9.96 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09238656B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-c91c6ea9d1bf47858af8a512b83cc93f |
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| Source note | uspto-grants-2016_01 |
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