Water → HCID 22173111, 화합물

HRID 2298468노트

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HRID 2298468 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)[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]

참가 물질

8

반응물 4

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

생성물 1

HCID 22173111HCID 22173111, 화합물수율 93%

시약·촉매·용매 3

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

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온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-74828087904048c4a815741f2e6b6c2d
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06492539B1

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