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Methanol → HCID 90018946, 화합물

HRID 587983
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HRID 587983 반응식
[C:1]([O:5][C:6]([C:8]1[S:9][C:10](/[CH:13]=[C:14](/[C:17]([O:19]C)=[O:18])\[CH2:15][CH3:16])=[CH:11][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CO.[OH-].[Li+]>O1CCCC1>[C:1]([O:5][C:6]([C:8]1[S:9][C:10](/[CH:13]=[C:14](\[CH2:15][CH3:16])/[C:17]([OH:19])=[O:18])=[CH:11][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 117992948HCID 117992948, 화합물

생성물 1

HCID 90018946HCID 90018946, 화합물수율 95%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5-[(1E)-2-(Methoxycarbonyl)-but-1-en-1-yl]thiophene-2-carboxylic acid tert-butyl ester (34.6 g, 120 mol) was dissolved in tetrahydrofuran (150 mL), and methanol (60 mL), 1 N lithium hydroxide solution (144 mL, 144 mmol) was added, and the mixture was stirred at room temperature for 2 days. The mixture was concentrated under reduced pressure. 0.5 N-Hydrochloric acid solution and ethyl acetate were added to the obtained residue, the organic layer was separated, and the aqueous layer was extracted three times with ethyl acetate. The organic layers were combined, washed with brine, and dried over anhydrous magnesium sulfate. After filtration, the solvent of the filtrate was evaporated under reduced pressure to give the title compound (32.2 g, 114 mmol, 95%).

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. addition0.5 N-Hydrochloric acid solution and ethyl acetate were added to the obtained residue
  3. customthe organic layer was separated
  4. extractionthe aqueous layer was extracted three times with ethyl acetate
  5. washwashed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationAfter filtration
  8. customthe solvent of the filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-cf3166b126ed4388805c7e7145f015e0
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09227949B2

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