HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → 5-Bromo-3-ethoxy-2-hydroxybenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | O-Ethylvanillin | HCID 68117 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-Bromo-3-ethoxy-2-hydroxybenzaldehyde | HCID 790681 | 33.6% |
Reaction Steps
After adding 5.59 g of N-bromosuccinimide to a solution of 5.11 g of 3-ethoxy-2-hydroxybenzaldehyde in 100 ml of acetonitrile, the mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated, water was added to the residue, and extraction was performed with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. The residue was recrystallized using t-butyl methyl ether-heptane to give 5-bromo-3-ethoxy-2-hydroxybenzaldehyde (2.53 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163787B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-d78422caa71d40a7b996701b4e26aa59 |
| Source note | uspto-grants-2012_04 |