Triethylamine → Methyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate

HRID 434028

反応式

HRID 434028 の反応式
[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4](=[N:6][OH:7])Cl.[CH3:12][O:13][C:14](=[O:18])[C:15]#[C:16][CH3:17].CCN(CC)CC>CCOCC>[CH3:12][O:13][C:14]([C:15]1[C:4]([C:3]2[CH:8]=[CH:9][CH:10]=[CH:11][C:2]=2[F:1])=[N:6][O:7][C:16]=1[CH3:17])=[O:18]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 141019Methyl but-2-ynoateHCID 37581182-fluoro-N-hydroxybenzenecarboximidoyl chloride

生成物 1

HCID 18756272Methyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate収率 58%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒3 回

実験手順

To a solution (0° C., N2) of 2-fluorobenzoylchloride oxime (0.50 g, 2.9 mmol) and methyl-2-butynoate (0.57 g, 5.8 mmol) in Et2O (15 ml) was added a solution of Et3N (0.52 ml) in Et2O (2 ml) over a period of 1 h followed by warming to room temperature while stirring overnight (17 h). The reaction was diluted with Et2O, washed (H2O then brine), dried (MgSO4), filtered, and concentrated. Column chromatography (silica gel, hexanes/EtOAc gradient) gave the title compound (0.39 g, 58%).

後処理

  1. washwashed (H2O
  2. dry with materialbrine), dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-8655af1fcd1c4c9a8078c341113f32f9
出典データセット
uspto-grants-2003_12
特許番号
US06670373B1

関連ノート

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