Sodium Carbonate → HCID 59450506, 화합물

HRID 72300

반응식

HRID 72300 반응식
[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1B(O)O.Br[C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH3:20])=[C:15]([N+:21]([O-:23])=[O:22])[CH:14]=1.C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.O.C(OCC)(=O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH3:20])=[C:15]([N+:21]([O-:23])=[O:22])[CH:14]=2)=[C:2]([F:1])[CH:7]=1

참가 물질

8

반응물 3

HCID 10340Sodium CarbonateHCID 4193595(4-Chloro-2-fluorophenyl)boronic acidHCID 75669964-Bromo-1-ethyl-2-nitrobenzene

생성물 1

HCID 59450506HCID 59450506, 화합물수율 98.4%

시약·촉매·용매 4

HCID 178418397HCID 178418397, 화합물촉매HCID 962Water용매HCID 80711,2-Dimethoxyethane용매HCID 8857Ethyl Acetate용매

실험 절차

Tetrakis(triphenylphosphine)palladium(0) is added to a solution of 2-fluoro-4-chlorophenylboronic acid (1.25 g, 7.17 mmol) and 4-bromo-1-ethyl-2-nitrobenzene (1.50 g, 6.52 mmol) in 1,2-dimethoxyethane (12 ml) and the mixture is stirred at room temperature for 15 minutes. A solution of sodium carbonate (5.52 g, 52 mmol) in water (26 ml) is added and the mixture is heated to reflux for 17 hours. The reaction mixture is cooled to room temperature, diluted with ethyl acetate and the two phases separated. The organic phase is collected, the aqueous phase is extracted with ethyl acetate and the organic solutions are combined, dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated under reduced pressure to give 4′-chloro-4-ethyl-2′-fluoro-3-nitrobiphenyl (1.795 g), used without further purification in the next step.

후처리

  1. temperaturethe mixture is heated
  2. temperatureto reflux for 17 hours
  3. temperatureThe reaction mixture is cooled to room temperature
  4. customthe two phases separated
  5. customThe organic phase is collected
  6. extractionthe aqueous phase is extracted with ethyl acetate
  7. dry with materialdried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. customthe filtrate is evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-614993ffde28407cb8fb564fd5ea12dd
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828908B2

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