HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 22217727, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | dimethylindoline | HCID 583485 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22217727 | HCID 22217727 | 82% |
Reaction Steps
A solution of dimethyl indoline (65 mg, 0.44 mmol) and triethylamine (0.12 mL, 0.88 mmol) in dry dichloromethane (3 mL) was treated with acetyl chloride (0.05 mL, 0.66 mmol) at 0° C. The mixture was allowed to warm to room temperature and was stirred for 16 h. Then the reaction mixture was quenched with water and the product was extracted into ether. The organic layer was washed with water and brine, dried (sodium sulfate) filtered and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluent: 30% EtOAc in hexanes) to give N-acetyl dimethyl indoline as a light yellow oil (68 mg, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07026476B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-071e392053c4423d8ebc0e2faf2b4ad7 |
| Source note | uspto-grants-2006_04 |