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1,3-Dibromopropane → 3-Phenyl-6-(3-bromopropyloxy)-7-propylbenzofuran

HRID 342764
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HRID 342764 반응식
[C:1]1([C:7]2[C:11]3[CH:12]=[CH:13][C:14]([OH:19])=[C:15]([CH2:16][CH2:17][CH3:18])[C:10]=3[O:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[Br:26][CH2:27][CH2:28][CH2:29]Br>C(C(C)=O)C>[C:1]1([C:7]2[C:11]3[CH:12]=[CH:13][C:14]([O:19][CH2:29][CH2:28][CH2:27][Br:26])=[C:15]([CH2:16][CH2:17][CH3:18])[C:10]=3[O:9][CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 154629143-Phenyl-7-propyl-1-benzofuran-6-ol

생성물 1

HCID 540110163-Phenyl-6-(3-bromopropyloxy)-7-propylbenzofuran

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

To a solution of 3-phenyl-6-hydroxy-7-propylbenzofuran (3.54 g, 13.99 mmol) and potassium carbonate (2.08 g, 15.05 mmol) in dry methyl ethyl ketone (50 ml) was added 1,3-dibromopropane (2.84 ml, 27.98 mmol). The reaction mixture refluxed for 5 hours under nitrogen. The mixture was partitioned between isopropyl acetate and pH4 buffer. The organic was dried over sodium sulfate. The solvent was removed under reduced pressure, and the residue was purified by chromatography (silica gel, 50% methylene chloride in hexane) to afford the title compound.

후처리

  1. temperatureThe reaction mixture refluxed for 5 hours under nitrogen
  2. customThe mixture was partitioned between isopropyl acetate and pH4 buffer
  3. dry with materialThe organic was dried over sodium sulfate
  4. customThe solvent was removed under reduced pressure
  5. customthe residue was purified by chromatography (silica gel, 50% methylene chloride in hexane)

출처 및 근거

ORD 기록
ord-ce050a1f179443c59535ece0b2a55081
출처 데이터셋
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05859051

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