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Cornforth reagent → HCID 57517436, 화합물

HRID 84188
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HRID 84188 반응식
[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][C:15]([CH2:19][OH:20])=[CH:16][CH:17]=3)[CH2:12][CH2:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C=C[NH+]=CC=1.C1C=C[NH+]=CC=1.[O-][Cr](O[Cr]([O-])(=O)=O)(=O)=O>C(Cl)Cl>[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][C:15]([CH:19]=[O:20])=[CH:16][CH:17]=3)[CH2:12][CH2:11]2)(=[O:8])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
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참가 물질

4

반응물 2

HCID 2724130Cornforth reagentHCID 57517435[1-(Phenylsulfonyl)indolin-5-yl]methanol

생성물 1

HCID 57517436HCID 57517436, 화합물수율 79.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

molecular sieves (0.63 g) were added to a solution of 12 (0.24 g, 0.83 mmol) in CH2Cl2 (10 mL), PDC (0.63 g, 1.66 mmol). The mixture was stirred at room temperature overnight before it was filtered through celite. The organic layer was concentrated under reduced pressure then purified by silica gel chromatography (EtOAc:n-hexane=1:2) to afford 13 (0.19 g). 1H NMR (500 MHz, CDCl3): δ 3.05 (t, J=8.6 Hz, 2H), 4.01 (t, J=8.7 Hz, 2H), 7.46-7.49 (m, 2H), 7.58-7.62 (m, 2H), 7.71 (d, J=8.3 Hz, 1H), 7.75 (d, J=8.3 Hz, 1H), 7.84 (d, J=7.8 Hz, 2H), 9.85 (s, 1H).

후처리

  1. filtrationwas filtered through celite
  2. concentrationThe organic layer was concentrated under reduced pressure
  3. customthen purified by silica gel chromatography (EtOAc:n-hexane=1:2)

출처 및 근거

ORD 기록
ord-0a304d8884754aa69bc0064a70c4bcc3
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846748B2

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