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

HRID 434028

반응식

HRID 434028 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매3회

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-8655af1fcd1c4c9a8078c341113f32f9
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06670373B1

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