Hydrochloric Acid → HCID 16048403, 화합물

HRID 1691535노트

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HRID 1691535 반응식
[O:1]=[S:2]1(=[O:38])[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:14]=[C:13]([CH3:15])[C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][O:23][C:24]4[CH:29]=[CH:28][C:27]([CH:30]5[CH2:32][CH:31]5[C:33]([O:35]C)=[O:34])=[CH:26][CH:25]=4)[CH:17]=3)=[C:11]([CH3:37])[CH:10]=2)[CH2:4][CH2:3]1.[OH-].[Na+].Cl>CO.O1CCCC1>[O:1]=[S:2]1(=[O:38])[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:14]=[C:13]([CH3:15])[C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][O:23][C:24]4[CH:25]=[CH:26][C:27]([CH:30]5[CH2:32][CH:31]5[C:33]([OH:35])=[O:34])=[CH:28][CH:29]=4)[CH:17]=3)=[C:11]([CH3:37])[CH:10]=2)[CH2:4][CH2:3]1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59364070HCID 59364070, 화합물

생성물 1

HCID 16048403HCID 16048403, 화합물수율 34%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

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온도
50 °C

실험 절차

To a mixed solution of methyl 2-[4-({4′-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2′,6′- dimethylbiphenyl-3-yl}methoxy)phenyl]cyclopropanecarboxYlate (0.392 g, 0.733 mmol) in methanol (6 mL) and tetrahydrofuran (12 mL) was added 2 M aqueous sodium hydroxide solution (3 mL), and the mixture was stirred at 50° C. for 2 hr. 1 M Hydrochloric acid (10 mL) was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=50:50-90:10) and recrystallized from ethyl acetate-hexane to give the title compound (0.129 g, yield 34%) as colorless crystals.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=50:50-90:10)
  6. customrecrystallized from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-f69b050fadc64d5db2ee22442f1832cb
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153694B2

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