HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 2-Methylbenzo[d]oxazol-6-yl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methyl-1,3-benzoxazol-6-ol | HCID 676504 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Methylbenzo[d]oxazol-6-yl acetate | HCID 15662263 | 90% |
Reaction Steps
A slurry of 2-methyl-1,3-benzoxazol-6-ol (7.1 g, 47.8 mmol) in tetrahydrofuran was cooled to 10° C. and triethylamine (5.8 mL, 81.3 mmol) was added in one portion, followed by the addition of acetyl chloride (11.3 mL, 81.6 mmol) in small portions. After stirring at room temperature over night the reaction mixture was partitioned between water and ethyl acetate. The organic phase was washed twice with water and concentrated to give the titled compound (8.2 g, 90%) as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07449475B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-b5137d93f7e74bada7eb5d0b17c0468b |
| Source note | uspto-grants-2008_11 |