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Ethyl 4-oxo-4H-1-benzopyran-2-carboxylate → Ethyl Chroman-2-carboxylate

HRID 1603869
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반응식

HRID 1603869 반응식
O=[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[O:5][C:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:3]1>CO.C(Cl)(Cl)Cl.C(O)(=O)C.[Pd]>[O:5]1[C:6]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:2][CH2:3][CH:4]1[C:12]([O:14][CH2:15][CH3:16])=[O:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 1

HCID 26861Ethyl 4-oxo-4H-1-benzopyran-2-carboxylate

생성물 1

HCID 12909094Ethyl Chroman-2-carboxylate수율 84%

시약·촉매·용매 4

HCID 23938Palladium촉매HCID 176Acetic Acid용매HCID 887Methanol용매HCID 6212Chloroform용매

실험 절차

A solution of ethyl 4-oxo-4H-1-benzopyran-2-carboxylate (2.0 g, 9.17 mmol) in methanol (60 ml), chloroform (25 ml) and glacial acetic acid (20 ml) was added with 10% palladium-on-charcoal and the mixture was left under stirring at room pressure and temperature for 24 h. under hydrogen atmosphere. After that, the catalyst was filtered off and the filtrate was evaporated to dryness. The residue was redissolved in ethyl ether and washed successively with a 5% sodium bicarbonate solution and a sodium chloride saturated solution. The mixture was dried and the solvent was evaporated off under reduced pressure, to obtain 1.575 g of the title product (84% yield).

후처리

  1. waitthe mixture was left
  2. filtrationAfter that, the catalyst was filtered off
  3. customthe filtrate was evaporated to dryness
  4. dissolutionThe residue was redissolved in ethyl ether
  5. washwashed successively with a 5% sodium bicarbonate solution
  6. customThe mixture was dried
  7. customthe solvent was evaporated off under reduced pressure

출처 및 근거

ORD 기록
ord-0493502a233544249da36db96ee3a3b0
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05990142

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