(1,1'-Biphenyl)-2-ol → HCID 59288369, 화합물

HRID 2420636노트

반응식

HRID 2420636 반응식
C(=O)([O-])[O-].[Cs+].[Cs+].C1(C2C=CC=CC=2O)C=CC=CC=1.[F:20][C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][C:30]=1I)[O:27][CH2:26][CH:25]([CH2:32][CH2:33][CH3:34])[CH2:24]2.[C:35]([O:43][CH2:44][CH3:45])(=[O:42])[CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38]>C1COCC1.[Cu]I.CCOCC>[F:20][C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][C:30]=1[CH:36]([C:37]([O:39][CH2:40][CH3:41])=[O:38])[C:35]([O:43][CH2:44][CH3:45])=[O:42])[O:27][CH2:26][CH:25]([CH2:32][CH2:33][CH3:34])[CH2:24]2

참가 물질

8

반응물 4

HCID 7017(1,1'-Biphenyl)-2-olHCID 7761Diethyl MalonateHCID 10796Cesium carbonateHCID 592883606-Fluoro-7-iodo-3-propylchroman

생성물 1

HCID 59288369HCID 59288369, 화합물

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

17.0 g (52.2 mmol) of anhydrous caesium carbonate, 700 mg (3.67 mmol) of copper(I) iodide and 700 mg (4.11 mmol) of o-phenylphenol are initially introduced under dry nitrogen, a solution of 11.4 g (33.5 mmol) of 6-fluoro-7-iodo-3-propylchroman and 16.0 g (100 mmol) of diethyl malonate in 150 ml of THF is added, and the mixture is heated under reflux overnight. MTB ether is subsequently added to the batch, which is washed with dil. hydrochloric acid and dried over sodium sulfate. The solvent is removed in vacuo, and the crude product is purified by chromatography on silica gel with heptane/ethyl acetate (4:1). The product fraction (Rf=0.55) is reacted without further purification.

후처리

  1. temperaturethe mixture is heated
  2. temperatureunder reflux overnight
  3. washis washed with dil. hydrochloric acid
  4. dry with materialdried over sodium sulfate
  5. customThe solvent is removed in vacuo
  6. customthe crude product is purified by chromatography on silica gel with heptane/ethyl acetate (4:1)
  7. customThe product fraction (Rf=0.55) is reacted without further purification

출처 및 근거

ORD 기록
ord-0832663d27f1466ab55f8cf3018134de
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07955664B2

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