Hydroxyamine hydrochloride → Ethyl 5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylate

HRID 1510436ノート

反応式

HRID 1510436 の反応式
O=[C:2]([CH2:8][C:9](=[O:20])[C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].Cl.[NH2:22]O>C(O)C>[F:17][C:16]([F:19])([F:18])[C:13]1[CH:14]=[CH:15][C:10]([C:9]2[O:20][N:22]=[C:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:8]=2)=[CH:11][CH:12]=1

参加物

4

反応物 2

HCID 443297Hydroxyamine hydrochlorideHCID 611940Ethyl 2,4-dioxo-4-[4-(trifluoromethyl)phenyl]butanoate

生成物 1

HCID 22064085Ethyl 5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylate収率 65.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of ethyl 2,4-dioxo-4-(4-(trifluoromethyl)phenyl)butanoate (6.89 g, 23.9 mmol) and hydroxylamine hydrochloride (2.0 g, 28.7 mmol) in ethanol (120 mL) was stirred at reflux overnight. The volatiles were removed in vacuo, and the residue purified by silica gel chromatography, eluting with dichloromethane to obtain the title compound (4.5 g, 15.6 mmol).

後処理

  1. temperatureat reflux overnight
  2. customThe volatiles were removed in vacuo
  3. customthe residue purified by silica gel chromatography
  4. washeluting with dichloromethane

出典と根拠

ORDレコード
ord-855b5b9f7a724f8399e71d0c897e83c5
出典データセット
uspto-grants-2012_07
特許番号
US08211927B2

反応ノート

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