Water → 2-Methyl-7-phenyl-1-indanone

HRID 2298465노트

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HRID 2298465 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: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]

참가 물질

8

반응물 4

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

생성물 1

HCID 185126012-Methyl-7-phenyl-1-indanone수율 94.9%

시약·촉매·용매 3

HCID 11776Triphenylphosphine촉매HCID 167845palladium(II) acetate촉매HCID 80711,2-Dimethoxyethane용매

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온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cfbc8e703f8943d3ae02a5fba49f5e32
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06492539B1

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