Potassium Carbonate → 4-Bromo-1-[(4-methoxybenzyl)oxy]-2-(trifluoromethyl)benzene

HRID 522256노트

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HRID 522256 반응식
C(=O)([O-])[O-].[K+].[K+].Cl[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1.[Br:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([C:25]([F:28])([F:27])[F:26])[CH:19]=1.CN1CCCC1=O>O>[Br:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)=[C:20]([C:25]([F:26])([F:27])[F:28])[CH:19]=1

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 13387N-methyl-2-pyrrolidoneHCID 699934-Methyloxybenzyl chlorideHCID 142784o-Cresol, 4-bromo-alpha,alpha,alpha-trifluoro-

생성물 1

HCID 900657114-Bromo-1-[(4-methoxybenzyl)oxy]-2-(trifluoromethyl)benzene

시약·촉매·용매 1

HCID 962Water용매

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온도
90 °C

실험 절차

Potassium carbonate (25.8 g) and 1-(chloromethyl)-4-methoxybenzene (14.4 mL) were added to a mixture of 4-bromo-2-(trifluoromethyl)phenol (15 g) and N-methyl pyrrolidone (100 mL) at room temperature, and the mixture was stirred at 90° C. for 3 hours. After the reaction mixture was cooled to room temperature, water was added thereto, then extraction thereof was performed using EtOAc, and the extract was washed with water. The organic layer was dried over MgSO4 and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Hex:EtOAc=9:1 to 6:1), whereby 4-bromo-1-[(4-methoxybenzyl)oxy]-2-(trifluoromethyl)benzene (22 g) was obtained as a colorless oil.

후처리

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. extractionextraction
  3. washthe extract was washed with water
  4. dry with materialThe organic layer was dried over MgSO4
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (Hex:EtOAc=9:1 to 6:1)

출처 및 근거

ORD 기록
ord-6d7357d801914936ade60792f7ba8704
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09328118B2

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