HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-[2-(Acetylamino)ethyl]-6-methoxyindan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(2-Aminoethyl)-6-methoxyindan | HCID 11019668 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[2-(Acetylamino)ethyl]-6-methoxyindan | HCID 15523939 | 70% |
Reaction Steps
To a solution of 1-(2-aminoethyl)-6-methoxyindan (0.80 g, 4.18 mmol) and triethylamine (0.44 g, 4.39 mmol) in dichloromethane (15 ml) was gradually added dropwise, under ice cooling, acetyl chloride (0.33 g, 4.18 mmol). The mixture was stirred for 10 minutes at room temperature. The reaction mixture was poured into water. The organic layer was subjected to extraction with chloroform. The extract solution was washed with 1N hydrochloric acid, a saturated aqueous solution of sodium hydrogencarbonate and brine, which was dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The residue was recrystallized from ethyl acetate/isopropyl ether to give the above-titled compound (yield 0.68 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06235789B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-58034dd801ae4bb6b901e1e52cb8494d |
| Source note | uspto-grants-2001_05 |