HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Azetidin-1-yl-(2,4-difluorophenyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Difluorobenzoyl chloride | HCID 588081 | — |
| Reactant | Azetidine hydrochloride | HCID 12308726 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Azetidin-1-yl-(2,4-difluorophenyl)methanone | HCID 59560289 | 76% |
Reaction Steps
To a solution of 2,4-difluorobenzoyl chloride (1.14 g, 6.46 mmol) in CH2Cl2 was added azetidine hydrochloride (1.46 g, 15.6 mmol) and Et3N (2.70 mL, 19.4 mmol). The reaction mixture was stirred at room temperature for 1 hr, quenched with H2O (100 mL), and extracted with CH2Cl2 (2×100 mL). The organic layers were dried over MgSO4 and concentrated to give an off-white solid (896 mg, 76% yield) which was used without further purification. 1H NMR (400 MHz, CDCl3) δ 7.52-7.59 (m, 1 H) 6.91-6.98 (m, 1 H) 6.81-6.87 (m, 1 H) 4.21 (t, J=7.71 Hz, 2 H) 4.11 (t, J=7.71 Hz, 2 H) 2.30-2.38 (m, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07842713B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-c5d24b91da74432e9b8db5bfa39f0cf0 |
| Source note | uspto-grants-2010_11 |