HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → 3-Bromo-2-hydroxybenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 2-Bromophenol | HCID 7244 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Magnesium Chloride | HCID 5360315 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-Bromo-2-hydroxybenzaldehyde | HCID 10910555 | 14,311.8% |
Reaction Steps
To a solution of 2-bromophenol (3.17 g, 18.3 mmol) in acetonitrile (85 mL) was added magnesium chloride (2.62 g, 27.5 mmol), paraformaldehyde (3.7 g, 0.13 mmol) and Et3N (6.4 ml, 46 mmol). The reaction was heated at reflux for 3 h, allowed to cool, diluted with 1 N HCl (100 mL, and extracted with ethyl acetate. The organic layer was washed with aqueous sodium chloride, dried (MgSO4), and concentrated to afford the title compound (3.74 g, 100%): MS (ES) m/e 202.1 (M+H)+. This was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709496B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-79a40ca60e954ae3943aff30fb7daefd |
| Source note | uspto-grants-2010_05 |