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Water → (5-Methyl-3-trifluoromethylisoxazol-4-yl)-methanol

HRID 1172118
ノート
印刷プレビュー

反応式

HRID 1172118 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10]([C:12]1[C:13]([C:18]([F:21])([F:20])[F:19])=[N:14][O:15][C:16]=1[CH3:17])=O)C.C(OCC)(=O)C.O>C1COCC1>[CH3:17][C:16]1[O:15][N:14]=[C:13]([C:18]([F:21])([F:20])[F:19])[C:12]=1[CH2:10][OH:9]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 136639574-Ethoxycarbonyl-5-methyl-3-trifluoromethylisoxazoleHCID 21226445Aluminium lithium hydride

生成物 1

HCID 17862894(5-Methyl-3-trifluoromethylisoxazol-4-yl)-methanol収率 65.7%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒
2 回

反応条件

温度
0 °C

実験手順

A solution of 0.16 g (4.2 mmoles) of lithium aluminum hydride dissolved in 15 ml of THF was cooled to 0° C. Thereto was gradually added a solution of 0.93 g (4.2 mmoles) of 4-ethoxycarbonyl-5-methyl-3-trifluoromethylisoxazole dissolved in 15 ml of THF. The mixture was stirred at 0° C. for 1 hour to give rise to a reaction. After the completion of the reaction, ethyl acetate was added, followed by stirring for a while. Water was added, followed by stirring for a while. The reaction mixture was filtered under vacuum. The filtrate was extracted with diethyl ether. The resulting organic layer was washed with an aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein, to obtain 0.5 g (yield: 60.0%) of (5-methyl-3-trifluoromethylisoxazol-4-yl)-methanol.

後処理

  1. customto give rise
  2. customto a reaction
  3. additionwas added
  4. stirringby stirring for a while
  5. stirringby stirring for a while
  6. filtrationThe reaction mixture was filtered under vacuum
  7. extractionThe filtrate was extracted with diethyl ether
  8. washThe resulting organic layer was washed with an aqueous sodium chloride solution
  9. dry with materialdried over anhydrous magnesium sulfate
  10. distillationThe resulting solution was subjected to vacuum distillation
  11. customto remove the solvent

出典と根拠

ORDレコード
ord-8636c1f3bee146308c0ed65aa628c66d
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07833939B2

反応ノート

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