HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromo-5-ethoxy-4-hydroxybenzaldehyde → 3-Ethoxy-5-formyl-2-hydroxybenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromo-5-ethoxy-4-hydroxybenzaldehyde | HCID 612496 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Ethoxy-5-formyl-2-hydroxybenzonitrile | HCID 86669332 | 45% |
Reaction Steps
A mixture of 3-bromo-5-ethoxy-4-hydroxybenzaldehyde (200 mg, 0.82 mmol) and copper (I) cyanide in DMF (5 mL) was refluxed overnight. The reaction mixture was diluted with water (20 mL), extracted with EtOAc, dried over Na2SO4, and concentrated under reduced pressure. Purified by column chromatography on silica gel to afford Intermediate 51 (70 mg, yield 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09283229B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-1b361a11b33642ae9648e5cf616e853d |
| Source note | uspto-grants-2016_03 |