Water → HCID 22173111、化合物

HRID 2298471ノート

反応式

HRID 2298471 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)[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[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:21]3[C:22]4[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH:18]=[CH:19][CH:20]=3)[CH:3]=[CH:4][CH:5]=2)[C:9]1=[O:11]

参加物

7

反応物 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 2545321-Naphthaleneboronic acidHCID 117898227-Chloro-2-methyl-2,3-dihydro-1H-inden-1-one

生成物 1

HCID 22173111HCID 22173111、化合物収率 81.7%

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

Using a method similar to Example 15c), 2.5 g (13.84 mmol) of (1), 2.86 g (16.6 mmol) of naphthylboronic acid and 3.66 g (34.6 mmol) of sodium carbonate were placed in 41 ml of ethylene glycol/8.3 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. After addition of 1 mg (0.0046 mmol) of palladium acetate and 10.4 mg (0.0184 mmol) of TMSPP, the reaction mixture was stirred for 5 hours at 125° C. The aqueous phase was extracted twice with 50 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 3.08 g of (16) as solid.

後処理

  1. customthe mixture was degassed a number of times
  2. extractionThe aqueous phase was extracted twice with 50 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-ad24a76b62e14f8092fe732b8ec5c949
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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