Water → HCID 68957153, 화합물

HRID 390650

반응식

HRID 390650 반응식
I[C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[C:9](\[CH3:15])/[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:4][C:3]=1OCCC.[CH3:20][NH:21][C:22]1[CH:23]=[C:24](B(O)O)[CH:25]=[CH:26][CH:27]=1.O>CN(C)C=O.P([O-])([O-])([O-])=O.[K+].[K+].[K+].C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:15]/[C:9](=[CH:8]\[C:5]1[CH:4]=[CH:3][C:2]([C:26]2[CH:25]=[CH:24][CH:23]=[C:22]([NH:21][CH3:20])[CH:27]=2)=[CH:7][CH:6]=1)/[C:10]([O:12][CH2:13][CH3:14])=[O:11]

참가 물질

7

반응물 3

HCID 962WaterHCID 23558980[3-(Methylamino)phenyl]boronic acidHCID 86626099ethyl (E)-3-(4-iodo-3-propoxyphenyl)-2-methylacrylate

생성물 1

HCID 68957153HCID 68957153, 화합물수율 78.7%

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 6228Dimethylformamide용매HCID 62657Potassium Phosphate, Tribasic용매

반응 조건

온도
90 °C

실험 절차

1.6 g (4.3 mmol) of ethyl (E)-3-(4-iodo-3-propoxyphenyl)-2-methylacrylate are dissolved in 10 mL of a 4/1v/v mixture of dimethylformamide and of aqueous 2 M potassium phosphate solution. 0.9 g (5.7 mmol) of 3-methylaminophenylboronic acid prepared as described in Example 31e, 58 mg (0.2 mmol) of palladium acetate and 152 mg (0.4 mmol) of dicyclohexylbiphenylphosphine are added. The mixture is stirred for 3 hours at 90° C. After cooling and adding water, the medium is extracted with ethyl acetate. The organic phase is washed with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated. The residue obtained is purified by chromatography on a column of silica eluted with an 8/2 heptane/ethyl acetate mixture. 1.0 g (65%) of ethyl (E)-2-methyl-3-(3′-methylaminobiphenyl-4-yl)acrylate is obtained.

후처리

  1. additionare added
  2. temperatureAfter cooling
  3. extractionthe medium is extracted with ethyl acetate
  4. washThe organic phase is washed with saturated sodium chloride solution
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue obtained
  9. customis purified by chromatography on a column of silica
  10. washeluted with an 8/2 heptane/ethyl acetate mixture

출처 및 근거

ORD 기록
ord-e1edcaf21acc4dd19f211f0a5f40af81
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08383652B2

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