diethyl 3,4-dihydro-4-oxo-7-hydroxy-8-propyl-2H-1-benzopyran-2,2-dipropanoate → diethyl 3,4-dihydro-8-propyl-7-hydroxy-2H-1-benzopyran-2,2-dipropanoate

HRID 2371627노트

반응식

HRID 2371627 반응식
O=[C:2]1[C:7]2[CH:8]=[CH:9][C:10]([OH:15])=[C:11]([CH2:12][CH2:13][CH3:14])[C:6]=2[O:5][C:4]([CH2:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])([CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH2:3]1>C(O)(=O)C.[H][H].[Pd]>[CH2:12]([C:11]1[C:6]2[O:5][C:4]([CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])([CH2:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH2:3][CH2:2][C:7]=2[CH:8]=[CH:9][C:10]=1[OH:15])[CH2:13][CH3:14]

참가 물질

5

반응물 1

HCID 19756625diethyl 3,4-dihydro-4-oxo-7-hydroxy-8-propyl-2H-1-benzopyran-2,2-dipropanoate

생성물 1

HCID 15157486diethyl 3,4-dihydro-8-propyl-7-hydroxy-2H-1-benzopyran-2,2-dipropanoate수율 19.8%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 178418361HCID 178418361, 화합물촉매HCID 176Acetic Acid용매

실험 절차

The title product of Example 1 (4.19 g, 10.3 mmol) was dissolved in 50 ml of acetic acid, and then hydrogenated at 70° C. using 60 psi of hydrogen and 10% palladium on carbon as catalyst. After eight hours, the mixture was allowed to cool, and insolubles were removed by filtration. The filtrate was concentrated under reduced pressure. The residue was chromatographed on silicagel column. Elution with 20% ethyl acetate/hexane afforded the title compound (0.80 g).

후처리

  1. customhydrogenated at 70° C.
  2. temperatureto cool
  3. custominsolubles were removed by filtration
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customThe residue was chromatographed on silicagel column
  6. washElution with 20% ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-9b633aeee933475fa98baf2bef216144
출처 데이터셋
uspto-grants-1992_03
특허 번호
US05093353

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