Water → HCID 68281577, 화합물

HRID 2278593노트

반응식

HRID 2278593 반응식
Cl.C([N+](CCCC)(CCCC)CCCC)CCC.C(N(CC)CC)C.Br[C:27]1[C:32]([F:33])=[CH:31][CH:30]=[CH:29][C:28]=1[N:34]([CH2:38][C:39]([CH3:41])=[CH2:40])[C:35](=[O:37])[CH3:36].O>CN(C)C=O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[F:33][C:32]1[CH:31]=[CH:30][CH:29]=[C:28]2[C:27]=1[C:39]([CH3:41])([CH3:40])[CH2:38][N:34]2[C:35](=[O:37])[CH3:36]

참가 물질

7

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 18314301HCID 18314301, 화합물HCID 68281537HCID 68281537, 화합물

생성물 1

HCID 68281577HCID 68281577, 화합물수율 47.9%

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

59 mg of palladium acetate, 1.5 g of tetrabutylammonium hydrochloride and 1.8 ml of triethylamine are added to a solution of 1.5 g of N-(2-bromo-3-fluorophenyl)-N-(2-methylallyl)acetamide in 10 ml of N,N-dimethylformamide. The reaction mixture is heated at 100° C. under an argon atmosphere for 16 hours. After cooling, 50 ml of water are added and the mixture is extracted with ethyl acetate. The organic phase is then washed with water and a saturated sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue is purified by silica column chromatography, elution being carried out with a mixture of heptane and ethyl acetate (50/50: v/v), so as to give 520 mg of 1-(4-fluoro-3,3-dimethyl-2,3-dihydroindol-1-yl)ethanone in the form of a yellow oil.

후처리

  1. temperatureAfter cooling
  2. extractionthe mixture is extracted with ethyl acetate
  3. washThe organic phase is then washed with water
  4. dry with materiala saturated sodium chloride solution, dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue is purified by silica column chromatography, elution
  8. additionbeing carried out with a mixture of heptane and ethyl acetate (50/50: v/v)

출처 및 근거

ORD 기록
ord-60568b451da64059a9f41334e396e03b
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133168B2

반응 노트

불러오는 중…