Methyl propiolate → Methyl 2-methyl-1H-imidazole-5-carboxylate
反応式
O[N:2]=[C:3]([NH2:5])[CH3:4].[C:6]([O:10][CH3:11])(=[O:9])[C:7]#[CH:8]>CO>[CH3:4][C:3]1[NH:5][C:7]([C:6]([O:10][CH3:11])=[O:9])=[CH:8][N:2]=1参加物
4
実験手順
A solution of N′-hydroxyethanimidamide (65 g, 880 mmol) in anhydrous methanol (2 L) was treated with methyl propiolate (100 g, 1.19 mol), and the reaction was heated at reflux for 4 hours. The reaction mixture was concentrated in vacuo, and the residue was diluted with diphenyl ether (1 L) and heated at reflux for 4 hours. The hot solution was filtered, and the filtrate was cooled to room temperature and diluted with hexanes (2 L). The resulting solid was washed with diethyl ether (1 L), to afford the product as a brown solid. Yield: 60 g, 430 mmol, 49%.
後処理
- temperaturethe reaction was heated
- temperatureat reflux for 4 hours
- concentrationThe reaction mixture was concentrated in vacuo
- additionthe residue was diluted with diphenyl ether (1 L)
- temperatureheated
- temperatureat reflux for 4 hours
- filtrationThe hot solution was filtered
- additiondiluted with hexanes (2 L)
- washThe resulting solid was washed with diethyl ether (1 L)
出典と根拠
- ORDレコード
- ord-e16061c9c0d340a596addc0648099cde
- 出典データセット
- uspto-grants-2016_03
- 特許番号
- US09296761B2
反応ノート
読み込み中…