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Water → 2-Methyl-7-(2-pyridyl)-1-indanone

HRID 2298479
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HRID 2298479 반응식
Br[C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[C:9](=[O:11])[CH:8]([CH3:12])[CH2:7]2.C[Sn](C)(C)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1.O>O1CCCC1.CC1C(P(C2C([CH2-])=CC=CC=2)C2C(C)=CC=CC=2)=CC=CC=1.CC1C(P(C2C([CH2-])=CC=CC=2)C2C(C)=CC=CC=2)=CC=CC=1.CC(O)=O.CC(O)=O.[Pd].[Pd]>[CH3:12][CH:8]1[CH2:7][C:6]2[C:10](=[C:2]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)[CH:3]=[CH:4][CH:5]=2)[C:9]1=[O:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 962WaterHCID 11021057Pyridine, 2-(trimethylstannyl)-HCID 158697837-Bromo-2-methyl-2,3-dihydro-1H-inden-1-one

생성물 1

HCID 221730322-Methyl-7-(2-pyridyl)-1-indanone수율 90%

시약·촉매·용매 2

HCID 11104995trans-Bis(acetato)bis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium(II)촉매
HCID 8028
Tetrahydrofuran
용매

실험 절차

16.9 g (75 mmol) of (2) and 20 g (90 mmol) of 2-trimethylstannylpyridine were placed in 165 ml of tetrahydrofuran in the reaction vessel, the mixture was degassed a number of times and saturated with argon. 350 mg (0.37 mmol) of trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium (II) were added and the reaction mixture was refluxed for 24 hours. After addition of 200 ml of water, the mixture was extracted 4 times with 150 ml each time of diethyl ether, the ether phase was washed with 100 ml of water and 100 ml of saturated sodium chloride solution and dried over magnesium sulfate. Removal of the solvent and drying for 24 hours at 0.1 mbar at 60° C. (removal of the trimethylstannyl bromide) gave 15.07 g of (24) as an oil.

후처리

  1. customthe mixture was degassed a number of times
  2. temperaturethe reaction mixture was refluxed for 24 hours
  3. extractionthe mixture was extracted 4 times with 150 ml each time of diethyl ether
  4. washthe ether phase was washed with 100 ml of water and 100 ml of saturated sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. customRemoval of the solvent
  7. customdrying for 24 hours at 0.1 mbar at 60° C. (
  8. customremoval of the trimethylstannyl bromide)

출처 및 근거

ORD 기록
ord-8d66c37cfec241e5b6e56889f22a500b
출처 데이터셋
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06492539B1

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