O-Cresol → 3-Fluoromethoxy-2-[2-(2-methylphenoxymethyl)phenyl]-acrylic acid methyl ester

HRID 726852노트

반응식

HRID 726852 반응식
[CH3:1][O:2][C:3](=[O:17])[C:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15]Br)=[CH:5][O:6][CH2:7][F:8].[C:18]1([CH3:25])[C:23]([OH:24])=[CH:22][CH:21]=[CH:20][CH:19]=1.C([O-])([O-])=O.[K+].[K+].C1OCCOCCOCCOCCOCCOC1>C(#N)C.O>[CH3:1][O:2][C:3](=[O:17])[C:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][O:24][C:23]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH3:25])=[CH:5][O:6][CH2:7][F:8]

참가 물질

7

반응물 4

HCID 335O-CresolHCID 11430Potassium CarbonateHCID 2855718-Crown-6HCID 543314062-(2-Bromomethylphenyl)-3-fluoromethoxyacrylic acid methyl ester

생성물 1

HCID 542988973-Fluoromethoxy-2-[2-(2-methylphenoxymethyl)phenyl]-acrylic acid methyl ester

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

A mixture of 1.66 g of 2-(2-bromomethylphenyl)-3-fluoromethoxyacrylic acid methyl ester, 0.65 g of o-cresol, 1.38 g of pulverized potash and 0.07 g of 18-crown-6 in 15 ml of acetonitrile is stirred at room temperature for 24 hours. Water is then added, the reaction mixture is acidified with 1N hydrochloric acid and extraction is carried out with ethyl acetate. The combined organic phases are dried over sodium sulfate, filtered and concentrated by evaporation. Chromatography on silica gel with hexane/ethyl acetate yields pure 3-fluoromethoxy-2-[2-(2-methylphenoxymethyl)phenyl]-acrylic acid methyl ester in the form of a viscous oil.

후처리

  1. extractionthe reaction mixture is acidified with 1N hydrochloric acid and extraction
  2. dry with materialThe combined organic phases are dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-ba75d6a978c54a1e9530b4c5897fbab3
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05710314

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