HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 4-bromo-2-fluoro-5-methylbenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 4-Bromo-2-fluoro-5-methylbenzoic acid | HCID 34174587 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | Methyl 4-bromo-2-fluoro-5-methylbenzoate | HCID 66817979 | 82% |
Reaction Steps
(Trimethylsilyl)diazomethane (4.0 ml, 8.0 mmol, 2 M in Et2O) was added dropwise to a solution of 4-bromo-2-fluoro-5-methyl-benzoic acid (1.88 g, 8.05 mmol) in benzene (7.5 ml)-MeOH (5.6 ml) at 10±2° C. over 10 minutes. The mixture was stirred at room temperature for 30 minutes and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=40/1) to give methyl 4-bromo-2-fluoro-5-methyl-benzoate (1.62 g, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169254B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-d75bce3794684856ad7adbdcfcaffb21 |
| Source note | uspto-grants-2015_10 |