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1,10-Phenanthroline → Benzene, 1-methoxy-4-(1-methylethoxy)-

HRID 1883404
노트
인쇄 미리보기

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HRID 1883404 반응식
N1[C:14]2[C:5](=[CH:6][CH:7]=[C:8]3[C:13]=2N=CC=C3)C=CC=1.[C:15]([O-:18])([O-])=O.[Cs+].[Cs+].IC1C=[CH:26][C:25]([O:28]C)=[CH:24]C=1>[Cu]I.C(O)(C)C>[CH:25]([O:28][C:5]1[CH:6]=[CH:7][C:8]([O:18][CH3:15])=[CH:13][CH:14]=1)([CH3:26])[CH3:24]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 13181,10-PhenanthrolineHCID 10796Cesium carbonateHCID 696764-Iodoanisole

생성물 1

HCID 140757Benzene, 1-methoxy-4-(1-methylethoxy)-수율 415.1%

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매
HCID 3776
Isopropanol
용매

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온도
110 °C

실험 절차

A test tube was charged with CuI (20 mg, 0.10 mmol, 10 mol %), 1,10-phenanthroline (36 mg, 0.20 mmol, 20 mol %), Cs2CO3 (456 mg, 1.4 mmol), 4-iodoanisole (234 mg, 1.0 mmol) and isopropanol (1.0 mL). The test tube was sealed and the reaction mixture was stirred at 110° C. for 23 h. The resulting suspension was cooled to room temperature and filtered through a 0.5×1 cm pad of silica gel eluting with ethyl acetate. The filtrate was concentrated. Purification of the residue by flash chromatography on silica gel (2×20 cm; hexane/ethyl acetate 20:1) provided 138 mg (83% yield) of the title compound as a colorless oil.

후처리

  1. customThe test tube was sealed
  2. temperatureThe resulting suspension was cooled to room temperature
  3. filtrationfiltered through a 0.5×1 cm pad of silica gel eluting with ethyl acetate
  4. concentrationThe filtrate was concentrated
  5. customPurification of the residue by flash chromatography on silica gel (2×20 cm; hexane/ethyl acetate 20:1)

출처 및 근거

ORD 기록
ord-cafcddb6c19c4ee0a7fc83ee54ac486d
출처 데이터셋
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06759554B2

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