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Tetrabutylammonium Fluoride → 6-Hydroxy-benzo[d]isoxazole-3-carboxylic acid (3-trifluoromethyl-phenyl)-amide

HRID 556347
ノート
印刷プレビュー

反応式

HRID 556347 の反応式
[N+](CCCC)(CCCC)(CCCC)CCCC.[F-].[F:19][C:20]([F:51])([F:50])[C:21]1[CH:22]=[C:23]([NH:27][C:28]([C:30]2[C:34]3[CH:35]=[CH:36][C:37]([O:39][Si](C(C)C)(C(C)C)C(C)C)=[CH:38][C:33]=3[O:32][N:31]=2)=[O:29])[CH:24]=[CH:25][CH:26]=1>C1COCC1>[F:51][C:20]([F:19])([F:50])[C:21]1[CH:22]=[C:23]([NH:27][C:28]([C:30]2[C:34]3[CH:35]=[CH:36][C:37]([OH:39])=[CH:38][C:33]=3[O:32][N:31]=2)=[O:29])[CH:24]=[CH:25][CH:26]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 669929826-Triisopropylsilanyloxy-benzo[d]isoxazole-3-carboxylic acid (3-trifluoromethyl-phenyl)-amide

生成物 1

HCID 1363466276-Hydroxy-benzo[d]isoxazole-3-carboxylic acid (3-trifluoromethyl-phenyl)-amide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

5.5 ml of a 1 M solution of Bu4NF in THF are added to a solution of 1.045 g (2.18 mMol) 6-triisopropylsilanyloxy-benzo[d]isoxazole-3-carboxylic acid (3-trifluoromethyl-phenyl)-amide dissolved in 25 ml THF. After 55 min, the solution is concentrated in vacuo, the residue redissolved in water and EtOAc, the aq. layer separated off and extracted twice with EtOAc. The organic layers are washed twice with water and brine, dried (Na2SO4) and concentrated. Trituration in hexane gives the title compound.

後処理

  1. concentrationthe solution is concentrated in vacuo
  2. dissolutionthe residue redissolved in water
  3. customEtOAc, the aq. layer separated off
  4. extractionextracted twice with EtOAc
  5. washThe organic layers are washed twice with water and brine
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-e735cfcfc0bd428fbb95b48558b79d4e
出典データセット
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08058276B2

反応ノート

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