HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → N-(2,3-Dihydro-1H-phenalen-2-YL)cyclobutylcarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,7-Dimethoxynaphthalene | HCID 77021 | — |
| Reactant | Cyclobutanecarbonyl chloride | HCID 78705 | — |
| Product | N-(2,3-Dihydro-1H-phenalen-2-YL)cyclobutylcarboxamide | HCID 22101284 | 40% |
Reaction Steps
To a solution of the amine from Preparation 2 (2 mmol, 350 mg) in 7 cm3 of anhydrous CH2Cl2 in the presence of Et3N (0.4 cm3 ; 1.5 eq.) is added, at 0° C., cyclobutylcarboxylic acid chloride (2 mmol; 0.24 cm3). Stirring is maintained for 1 h at room temperature and the medium is then washed twice with water. The organic phase is dried over MgSO4 and then evaporated. The residue is purified by chromatography on a column of silica gel (particle size 60-200 μm); eluent CH2Cl2 :MeOH 99:1. The expected compound is isolated and recrystallized from a CH2Cl2 :petroleum ether mixture to give 200 mg of the pure expected amide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05849781 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-7b9d045a6aa246efba098bfe940c01a2 |
| Source note | uspto-grants-1998_12 |