HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 5-bromo-2-methylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-Bromo-2-methylbenzoic acid | HCID 346004 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 5-bromo-2-methylbenzoate | HCID 316201 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
The compound of example 1 (20.3 g, 0.0944 mol) was dissolved in 150 mL methanol and cooled to 0° C. To this reaction mixture, thionyl chloride (28.07 g, 0.236 mol) was added slowly within 15-20 min. The reaction mixture was stirred at room temperature for 2-3 h. After completion of the reaction, MeOH was removed under vacuum. The oily material obtained was dissolved in ethyl acetate and washed with sodium bicarbonate, water and brine and dried over anhydrous sodium sulfate. The organic layer was concentrated to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748426B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-8c8c5fffb10c460997d692650c46e66a |
| Source note | uspto-grants-2014_06 |