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Acetic Anhydride → HCID 22484945, 화합물

HRID 2181009
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HRID 2181009 반응식
[C:1]([NH:5][S:6]([CH2:9][CH:10](O)[C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OC(=O)C)(=O)C.N12CCCN=C1CCCCC2>N1C=CC=CC=1>[C:1]([NH:5][S:6](/[CH:9]=[CH:10]/[C:11]1[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=1)(=[O:8])=[O:7])([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 22485068N-tert-butyl-2-hydroxy-2-(4-pyridyl)ethanesulfonamide

생성물 1

HCID 22484945HCID 22484945, 화합물수율 63.5%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A mixture of N-tert-butyl-2-hydroxy-2-(4-pyridyl)ethane-sulfonamide (6.62 g), acetic anhydride (13.2 ml) and pyridine (26.4 ml) was stirred at room temperature for 1.5 hr. To the reaction mixture was added 1,8-diazabicyclo[5.4.0]undec-7-ene (9.58 ml), and the mixture was stirred in an oil bath at 100° C. for 40 min. The reaction mixture was concentrated to dryness under reduced pressure. The residue was dissolved in ethyl acetate and washed with saturated brine. Th aqueous layer was extracted with ethyl acetate and organic layers were combined, dried over magnesium sulfate and concentrated to dryness under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to give (E)-N-tert-butyl-2-(4-pyridyl)ethenesulfonamide (3.91 g) as a pale-yellow solid.

후처리

  1. stirringthe mixture was stirred in an oil bath at 100° C. for 40 min
  2. concentrationThe reaction mixture was concentrated to dryness under reduced pressure
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with saturated brine
  5. extractionTh aqueous layer was extracted with ethyl acetate and organic layers
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated to dryness under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-a2b0478c1aa14ba987392f59dd50cb56
출처 데이터셋
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06890934B2

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