HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 2,2-Dimethylpropyl 2-methyl-4-bromobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Neopentyl alcohol | HCID 6404 | — |
| Reactant | 4-Bromo-2-methylbenzoic acid | HCID 99570 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | 2,2-Dimethylpropyl 2-methyl-4-bromobenzoate | HCID 22568939 | 68% |
Reaction Steps
Using General Esterification Method C; 2-methyl-4-bromo-benzoic acid (1.82 g, 8.47 mmols) was refluxed for 3 h with 10 mL SOCl2. The resulting solution was concentrated under reduced pressure and the crude acyl chloride combined with 2,2-dimethylpropanol (0.75 g, 8.47 mmols) and pyridine (1.4 mL, 16.9 mmols) to give the title compound (1.64 g, 68%) after work-up and column chromatography (2-5% EtOAc-hexanes) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06713647B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-f45be08afa6b41319c22b38d8a4a62e9 |
| Source note | uspto-grants-2004_03 |