1,3-Dibromopropane → HCID 53811470, 화합물

HRID 342759노트

반응식

HRID 342759 반응식
[CH2:1]([C:3]1[C:4](=[O:17])[O:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[C:8]([OH:13])[C:7]=2[CH2:14][CH2:15][CH3:16])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[Br:24][CH2:25][CH2:26][CH2:27]Br>CN(C=O)C.C(OCC)(=O)C.[Cl-].[NH4+]>[Br:24][CH2:25][CH2:26][CH2:27][O:13][C:8]1[C:7]([CH2:14][CH2:15][CH3:16])=[C:6]2[C:11]([CH:12]=[C:3]([CH2:1][CH3:2])[C:4](=[O:17])[O:5]2)=[CH:10][CH:9]=1

참가 물질

7

반응물 3

HCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 53692562HCID 53692562, 화합물

생성물 1

HCID 53811470HCID 53811470, 화합물

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매HCID 25517Ammonium Chloride용매

실험 절차

To a solution of 3-ethyl-7-hydroxy-8-propylcoumarin (37 mg, 0.1593 mmol) and potassium carbonate (44 mg, 0.3186 mmol) in 0.7 mL DMF was added 1,3-dibromopropane (161 mg, 0.08 mL). The mixture was stirred at ambient temperature for 2 hours and diluted with ethyl acetate and saturated (aqueous) ammonium chloride. After the layers were separated, the aqueous phase was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered, concentrated in vacuo, and the crude residue was purified by flash chromatography on silica gel (gradient elution: 5% then 10% then 20% ethyl acetate/hexane). This provided the title compound.

후처리

  1. customAfter the layers were separated
  2. extractionthe aqueous phase was extracted with ethyl acetate
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customthe crude residue was purified by flash chromatography on silica gel (
  8. washgradient elution

출처 및 근거

ORD 기록
ord-f014b9b8e69d466eac58dc6096419682
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05859051

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