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Water → 4-Oxazol-5-yl-benzenethiol

HRID 18496
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HRID 18496 반응식
[O:1]1[C:5]([C:6]2[CH:11]=[CH:10][C:9]([S:12](Cl)(=O)=O)=[CH:8][CH:7]=2)=[CH:4][N:3]=[CH:2]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>C1COCC1>[O:1]1[C:5]([C:6]2[CH:7]=[CH:8][C:9]([SH:12])=[CH:10][CH:11]=2)=[CH:4][N:3]=[CH:2]1
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참가 물질

5

반응물 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 27764154-(1,3-Oxazol-5-yl)benzenesulphonyl chloride

생성물 1

HCID 685864504-Oxazol-5-yl-benzenethiol수율 89.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-oxazol-5-yl-benzenesulfonyl chloride (1 g) in THF (20 ml) was added triphenylphosphine (4.3 g). After stirring at RT for 10 minutes water (2 ml) was added and the reaction was stirred for a further 20 minutes. The reaction was evaporated under reduced pressure and the residue dissolved in EtOAc. The EtOAc solution was extracted with 1M NaOH (×3), the basic extractions were combined, the pH adjusted to 3 using 1M HCl and then re-extracted with EtOAc (×3). The EtOAc fractions were combined and washed with brine, dried (MgSO4) and evaporated under reduced pressure to give the subtitle compound as a green solid (0.65 g).

후처리

  1. additionwas added
  2. customThe reaction was evaporated under reduced pressure
  3. dissolutionthe residue dissolved in EtOAc
  4. extractionThe EtOAc solution was extracted with 1M NaOH (×3)
  5. extractionthe basic extractions
  6. extractionre-extracted with EtOAc (×3)
  7. washwashed with brine
  8. dry with materialdried (MgSO4)
  9. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-21627b31a7604ea3a37ecb8c1bea554f
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07741360B2

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