Dichloromethane → HCID 69288939, 화합물

HRID 2184348노트

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HRID 2184348 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10](I)=[CH:9][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].[C:23]([O:28][CH3:29])(=[O:27])[C:24]([CH3:26])=[CH2:25].ClCCl>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C)C=O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:29][O:28][C:23](=[O:27])[C:24]([CH3:26])=[CH:25][C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]2[CH:14]=[CH:15][CH:16]=[C:2]([F:1])[CH:3]=2)=[CH:8][CH:9]=1

참가 물질

8

반응물 4

HCID 6344DichloromethaneHCID 6658Methyl MethacrylateHCID 11430Potassium CarbonateHCID 224766211-Fluoro-3-[(4-iodophenoxy)methyl]benzene

생성물 1

HCID 69288939HCID 69288939, 화합물수율 42%

시약·촉매·용매 3

HCID 74236Tetrabutylammonium Bromide촉매HCID 167845palladium(II) acetate촉매HCID 6228Dimethylformamide용매

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온도
90 °C

실험 절차

A mixture of 1.2 g (3.7 mmol) of 1-(3-fluorobenzyloxy)-4-iodo-benzene, 2.06 g (14.9 mmol) of potassium carbonate and 1.70 g (52.8 mmol) of tetrabutyl ammonium bromide in 10 ml of dimethylformamide is treated under Ar with 48 mg (0.21 mmol) of palladium-(II)-acetate. 1.49 g (14.9 mmol) of methyl methacrylate is added and the mixture heated at 90° C. for about 40 min. The reaction mixture is poured into 150 ml dichloromethane, filtered and washed successively with 0.1 molar hydrochloric acid, saturated aqueous sodium hydrogencarbonate and water. The solution is dried over magnesium sulfate. Flash chromatography (silica gel, hexane/ethyl acetate 95:5) yields 461 mg (42%) of a colorless solid. MS: m/e=301.3 (M++H).

후처리

  1. filtrationfiltered
  2. washwashed successively with 0.1 molar hydrochloric acid, saturated aqueous sodium hydrogencarbonate and water
  3. dry with materialThe solution is dried over magnesium sulfate

출처 및 근거

ORD 기록
ord-92939a72af04404f9c66fb0d34fcee2b
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06900354B2

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