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Sodium Hydroxide → HCID 19759911, 화합물

HRID 1586856
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HRID 1586856 반응식
[S:1]1[C:5]2[S:6][CH2:7][CH2:8][C:4]=2[CH:3]=[C:2]1[C:9]([O:11]C)=[O:10].[OH-].[Na+]>C1COCC1.O>[S:1]1[C:5]2[S:6][CH2:7][CH2:8][C:4]=2[CH:3]=[C:2]1[C:9]([OH:11])=[O:10]
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 19759902Methyl 4,5-dihydrothieno[2,3-b]thiophene-2-carboxylate

생성물 1

HCID 19759911HCID 19759911, 화합물수율 87%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

Methyl 4,5-dihydrothieno[2,3-b]thiophene-2-carboxylate (9.5 g, 50 mmol) was dissolved in 200 mL THF followed by treatment with 100 mL of 20% sodium hydroxide and stirred overnight. THF was removed in vacuo to give a dark residue. The residue was taken up in water and extracted with ethyl acetate two times. The aqueous phase was then acidified to pH<1 with conc. HCl and extracted 3×200 mL ethyl acetate. The combined extracts were washed with: 1× water, 2× brine followed by drying over magnesium sulfate. The solution was filtered and the solvent evaporated to give the title compound as a solid (8.1 g). 1H NMR (300 MHz,DMSO-d6) d 2.5(t,2H), 2.8(t,2H), 7.5(s,1H), 12.8(bs,1H exch).

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후처리

  1. customTHF was removed in vacuo
  2. customto give a dark residue
  3. extractionextracted with ethyl acetate two times
  4. extractionextracted 3×200 mL ethyl acetate
  5. washThe combined extracts were washed with: 1× water, 2× brine
  6. dry with materialby drying over magnesium sulfate
  7. filtrationThe solution was filtered
  8. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-2788891232c04f32858dc1e6cedbb4d7
출처 데이터셋
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05216020

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