Water → 2-Methyl-7-(2-thienyl)-1-indanone

HRID 1062927노트

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HRID 1062927 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.[S:13]1[CH:17]=[CH:16][CH:15]=[C:14]1B(O)O.C(=O)([O-])[O-].[Na+].[Na+].O>C(COC)OC.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(C)C=CC=CC=1C1C=CC=CC=1P(C1C=CC=CC=1C1C=CC=CC=1C)C1C=CC=CC=1C1C=CC=CC=1C>[CH3:12][CH:8]1[CH2:7][C:6]2[C:10](=[C:2]([C:14]3[S:13][CH:17]=[CH:16][CH:15]=3)[CH:3]=[CH:4][CH:5]=2)[C:9]1=[O:11]

참가 물질

8

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 27339602-Thiopheneboronic acidHCID 158697837-Bromo-2-methyl-2,3-dihydro-1H-inden-1-one

생성물 1

HCID 221731192-Methyl-7-(2-thienyl)-1-indanone수율 75.3%

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 22172997Tris(o-tolylphenyl)phosphine촉매HCID 80711,2-Dimethoxyethane용매

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온도
80 °C

실험 절차

Using a method similar to Example 15 a), 11.25 g (0.05 mol) of (2), 13.4 g (0.055 mol) of thiophenylboronic acid and 11.7 g (0.11 mol) of sodium carbonate were placed in 190 ml of dimethoxyethane and 60 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. 225 mg (1 mmol) of palladium acetate and 0.609 g (2 mmol) of tris(o-tolylphenyl)phosphine were added and the reaction mixture was stirred for 2 hours at 80° C. After addition of 150 ml of water, the mixture was extracted 4 times with 100 ml each time of diethyl ether, the ether phase was washed twice with 50 ml each time of water and dried over magnesium sulfate. Removal of the solvent gave 8.6 g of (22) as an oil.

후처리

  1. custom60 ml of water in the reaction vessel, the mixture was degassed a number of times
  2. extractionthe mixture was extracted 4 times with 100 ml each time of diethyl ether
  3. washthe ether phase was washed twice with 50 ml each time of water
  4. dry with materialdried over magnesium sulfate
  5. customRemoval of the solvent

출처 및 근거

ORD 기록
ord-e8491ed9cd7d4e51ac204772bbf58ce9
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06963017B2

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