Water → 2-Methyl-7-phenyl-1-indanone

HRID 2298465ノート

反応式

HRID 2298465 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:13]1(B(O)O)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[Na+].[Na+].O>C(COC)OC.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:12][CH:8]1[CH2:7][C:6]2[C:10](=[C:2]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:3]=[CH:4][CH:5]=2)[C:9]1=[O:11]

参加物

8

反応物 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 158697837-Bromo-2-methyl-2,3-dihydro-1H-inden-1-one

生成物 1

HCID 185126012-Methyl-7-phenyl-1-indanone収率 94.9%

試薬・触媒・溶媒 3

HCID 11776Triphenylphosphine触媒HCID 167845palladium(II) acetate触媒HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
80 °C

実験手順

22.5 g (0.1 mol) of 7-bromo-2-methyl-1-indanone (2), 13.4 g (0.11 mol) of phenylboronic acid and 23.3 g (0.22 mol) of sodium carbonate were placed in 380 ml of dimethoxyethane and 120 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. 450 mg (2 mmol) of palladium acetate and 1.05 g (4 mmol) of triphenylphosphine (TPP) were added and the reaction mixture was stirred for 2 hours at 80° C. After addition of 300 ml of water, the mixture was extracted 3 times with 250 ml each time of diethyl ether, the ether phase was washed twice with 100 ml each time of water and dried over magnesium sulfate. Removal of the solvent gave 21.1 g of (15) as solid.

後処理

  1. custom120 ml of water in the reaction vessel, the mixture was degassed a number of times
  2. extractionthe mixture was extracted 3 times with 250 ml each time of diethyl ether
  3. washthe ether phase was washed twice with 100 ml each time of water
  4. dry with materialdried over magnesium sulfate
  5. customRemoval of the solvent

出典と根拠

ORDレコード
ord-cfbc8e703f8943d3ae02a5fba49f5e32
出典データセット
uspto-grants-2002_12
特許番号
US06492539B1

反応ノート

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