Water → HCID 22173111、化合物

HRID 2298468ノート

反応式

HRID 2298468 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)[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(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: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

8

反応物 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 2545321-Naphthaleneboronic acidHCID 158697837-Bromo-2-methyl-2,3-dihydro-1H-inden-1-one

生成物 1

HCID 22173111HCID 22173111、化合物収率 93%

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

Using a method similar to Example 15a), 56.3 g (0.25 mol) of 7-bromo-2-methyl-1-indanone (2), 47.3 g (0.275 mol) of 1-naphthylboronic acid and 58 g (0.55 mol) of sodium carbonate were placed in 950 ml of dimethoxyethane and 300 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. 560 mg (2.5 mmol) of palladium acetate and 1.31 g (5 mmol) of triphenylphosphine (TPP) were added and the reaction mixture was stirred for 2 hours at 80° C. After addition of 700 ml of water, the mixture was extracted 5 times with 300 ml each time of diethyl ether, the ether phase was washed twice with 300 ml each time of water and with 300 ml of saturated sodium chloride solution and dried over magnesium sulfate. Removal of the solvent gave 63.3 g of (16) as solid.

後処理

  1. custom300 ml of water in the reaction vessel, the mixture was degassed a number of times
  2. extractionthe mixture was extracted 5 times with 300 ml each time of diethyl ether
  3. washthe ether phase was washed twice with 300 ml each time of water and with 300 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-74828087904048c4a815741f2e6b6c2d
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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