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

HRID 556347
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반응식

HRID 556347 반응식
[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
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참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e735cfcfc0bd428fbb95b48558b79d4e
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08058276B2

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