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

HRID 726852ノート

反応式

HRID 726852 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ba75d6a978c54a1e9530b4c5897fbab3
出典データセット
uspto-grants-1998_01
特許番号
US05710314

反応ノート

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