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

HRID 2298479
ノート
印刷プレビュー

反応式

HRID 2298479 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

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

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-8d66c37cfec241e5b6e56889f22a500b
出典データセット
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06492539B1

反応ノート

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