Sodium Carbonate → Ethyl 2-(3,4-dimethoxyphenyl)-4-(trifluoromethyl)benzoate

HRID 439547노트

반응식

HRID 439547 반응식
Br[C:2]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH3:17][O:18][C:19]1[CH:20]=[C:21](B(O)O)[CH:22]=[CH:23][C:24]=1[O:25][CH3:26].C(=O)([O-])[O-].[Na+].[Na+]>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.COCCOC>[CH3:17][O:18][C:19]1[CH:20]=[C:21]([C:2]2[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[CH:9][C:3]=2[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH:22]=[CH:23][C:24]=1[O:25][CH3:26]

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 27347023,4-Dimethoxyphenylboronic acidHCID 15766264Ethyl 2-bromo-4-(trifluoromethyl)benzoate

생성물 1

HCID 15766263Ethyl 2-(3,4-dimethoxyphenyl)-4-(trifluoromethyl)benzoate수율 94%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 80711,2-Dimethoxyethane용매

실험 절차

263 g (0.885 mol) of ethyl 2-bromo-4-(trifluoromethyl)benzoate, 750 ml of 1,2-dimethoxyethane, 4 g of tetrakis(triphenylphosphine)palladium, 177 g (0.974 mol) of 3,4-dimethoxyphenylboronic acid and 1000 ml of a 2M aqueous sodium carbonate solution are introduced successively, under an inert atmosphere, into a four-liter round-bottomed flask. The reaction mixture is brought to reflux for fourteen hours and then evaporated to a third under reduced pressure. The reaction mixture is poured onto two liters of water; the precipitate which forms is filtered on sintered glass, rinsed with water and then dried under a stream of air. There is thus obtained 294 g (yield: 94%) of ethyl 2-(3,4-dimethoxyphenyl)-4-(trifluoromethyl)benzoate in the form of a beige solid melting at 89° C.

후처리

  1. temperatureto reflux for fourteen hours
  2. customevaporated to a third under reduced pressure
  3. additionThe reaction mixture is poured onto two liters of water
  4. filtrationthe precipitate which forms is filtered on sintered glass
  5. washrinsed with water
  6. customdried under a stream of air

출처 및 근거

ORD 기록
ord-9e3d5b86151442e4a0337e966a23226f
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05514719

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