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Lithium Hydroxide → 3-[1-(Phenylsulfonyl)indolin-5-yl]acrylic Acid

HRID 84189
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HRID 84189 반응식
[Li+].[OH-].C[O:4][C:5](=[O:26])[CH:6]=[CH:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[N:13]([S:17]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH2:12][CH2:11]2>O1CCOCC1>[C:20]1([S:17]([N:13]2[C:14]3[C:10](=[CH:9][C:8]([CH:7]=[CH:6][C:5]([OH:26])=[O:4])=[CH:16][CH:15]=3)[CH2:11][CH2:12]2)(=[O:19])=[O:18])[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1
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참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 674341053-(1-Benzenesulfonyl-2,3-dihydro-1H-indol-5-yl)-acrylic acid methyl ester

생성물 1

HCID 674346323-[1-(Phenylsulfonyl)indolin-5-yl]acrylic Acid수율 83.8%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
40 °C

실험 절차

1M LiOH aqueous solution (1.16 ml, 1.16 mmol) was added to a solution of 14 (0.20 g, 0.58 mmol) in dioxane (15 mL). The reaction mixture was stirred at 40° C. overnight before it was concentrated under reduced pressure. The residue was dissolved in water and concentrated HCl was added up to acidic pH to give the precipitation, which was dried by vacuum to afford 15 (0.16 g). 1H NMR (500 MHz, CD3OD): δ 2.92 (t, J=8.5 Hz, 2H), 3.96 (t, J=8.5 Hz, 2H), 6.33 (d, J=15.9 Hz, 1H), 7.38 (s, 1H), 7.41 (d, J=8.5 Hz, 1H), 7.50-7.53 (m, 2H), 7.55 (d, J=16.1 Hz, 1H), 7.58-7.64 (m, 2H), 7.82 (d, J=7.6 Hz, 2H).

후처리

  1. concentrationwas concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in water
  3. additionconcentrated HCl was added up to acidic pH
  4. customto give
  5. customthe precipitation, which
  6. customwas dried by vacuum

출처 및 근거

ORD 기록
ord-5d0257ccef1945dbb5215fcb454a2487
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846748B2

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