HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → 7-Chloro-3,5-dihydrobenzo[e][1,4]oxazepin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 2-Bromo-N-(4-chloro-2-(hydroxymethyl)phenyl)acetamide | HCID 86679709 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 7-Chloro-3,5-dihydrobenzo[e][1,4]oxazepin-2(1H)-one | HCID 84048199 | 92% |
Reaction Steps
To a suspension of 2-bromo-N-(4-chloro-2-(hydroxymethyl)phenyl)acetamide (3.60 g, 12.9 mmol) in 2-propanol (129 ml) was added in small portions potassium tert-butoxide (3.77 g, 33.6 mmol) at 0-5° C. The reaction mixture was stirred for 90 minutes and subsequently poured on ice/water (500 ml). The precipitate was collected by filtration and washed with water. Residual water was removed by consecutive evaporation with two 50-ml portions of toluene to give the title compound (2.34 g, 92%) as light yellow solid. MS m/e: 196 ([M−H]−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08828989B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-cc594ae9adbe4d44a9b6738d7b08aeef |
| Source note | uspto-grants-2014_09 |