Water → 2-Methyl-7-phenyl-1-indanone

HRID 2298467노트

반응식

HRID 2298467 반응식
Cl[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(O)CO.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[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

7

반응물 4

HCID 962Water2회HCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 117898227-Chloro-2-methyl-2,3-dihydro-1H-inden-1-one

생성물 1

HCID 185126012-Methyl-7-phenyl-1-indanone수율 68.4%

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 174Ethylene Glycol용매

반응 조건

온도
125 °C

실험 절차

0.9 g (5 mmol) of (1), 0.73 g (6 mmol) of phenylboronic acid and 1.32 g (12.5 mmol) of sodium carbonate were placed in 15 ml of ethylene glycol/3 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. After addition of 33.7 mg (0.15 mmol) of palladium acetate and 0.34 g (0.6 mmol) of (m-NaO3S-phenyl)3phosphine (TMSPP), the reaction mixture was stirred for 5 hours at 125° C. After addition of 20 ml of water, the aqueous phase was extracted 5 times with 30 ml each time of ether, the combined ether phases were washed with 40 ml of water and 40 ml of saturated sodium chloride solution and dried over magnesium sulfate. Removal of the solvent gave 0.76 g of (15) as solid.

후처리

  1. customthe mixture was degassed a number of times
  2. extractionthe aqueous phase was extracted 5 times with 30 ml each time of ether
  3. washthe combined ether phases were washed with 40 ml of water and 40 ml of saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. customRemoval of the solvent

출처 및 근거

ORD 기록
ord-28ddc099d5674b5eab76ce4f78f9fb6e
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06492539B1

반응 노트

불러오는 중…