Water → 2-Methyl-7-phenyl-1-indanone

HRID 2298467ノート

反応式

HRID 2298467 の反応式
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]

参加物

7

反応物 4

HCID 962Water2 回HCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 117898227-Chloro-2-methyl-2,3-dihydro-1H-inden-1-one

生成物 1

HCID 185126012-Methyl-7-phenyl-1-indanone収率 68.4%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 174Ethylene Glycol溶媒

反応条件

温度
125 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-28ddc099d5674b5eab76ce4f78f9fb6e
出典データセット
uspto-grants-2002_12
特許番号
US06492539B1

反応ノート

読み込み中…