HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-Benzyloxy-2-bromo-4-methylbenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 3-(Benzyloxy)-4-methylbenzaldehyde | HCID 16101389 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Benzyloxy-2-bromo-4-methylbenzaldehyde | HCID 20631582 | 74.1% |
Reaction Steps
To a solution of 3-benzyloxy-4-methylbenzaldehyde (0.39 g) in a mixed solvent of dichloromethane (1 mL) and methanol (1 mL) was added a solution of bromine (0.410 g) in dichloromethane (0.2 mL) at 0° C. and this mixture was stirred at room temperature for 2 hours. This mixture was poured into water and the resulting mixture was extracted with dichloromethane. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate) to give the title compound (0.39 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829040B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-55f5383bdd8641a99ef7dbbbdbd429e8 |
| Source note | uspto-grants-2014_09 |