Lithium hydroxide, monohydrate → 4-Fluoro-3-methoxybenzoic acid

HRID 1243217

反応式

HRID 1243217 の反応式
C[O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7]([F:10])=[C:6]([O:11][CH3:12])[CH:5]=1.O.[OH-].[Li+]>O1CCCC1.O>[F:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:13])=[O:2])=[CH:5][C:6]=1[O:11][CH3:12]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 592847Methyl 4-fluoro-3-methoxybenzoate

生成物 1

HCID 5984364-Fluoro-3-methoxybenzoic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

4-Fluoro-3-methoxybenzoic acid methyl ester (2.55 g, 13.85 mmol) (from Example 34a supra) was dissolved in a mixture of tetrahydrofuran (140 mL) and water (70 mL). Lithium hydroxide monohydrate (5.8 g, 138.5 mmol) was added and the mixture was heated at reflux for 3.5 hours. After quenching with 1 N aqueous hydrochloric acid (150 mL), the solution was extracted with dichloromethane. The phases were separated and the organic layer was dried over anhydrous sodium sulfate. Concentration under reduced pressure gave 4-fluoro-3-methoxybenzoic acid as an off-white solid. (Yield 2.26 g, 96%).

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 3.5 hours
  3. customAfter quenching with 1 N aqueous hydrochloric acid (150 mL)
  4. extractionthe solution was extracted with dichloromethane
  5. customThe phases were separated
  6. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  7. concentrationConcentration under reduced pressure

出典と根拠

ORDレコード
ord-8965fad0d61e4d788294bca84dced858
出典データセット
uspto-grants-2006_10
特許番号
US07115740B2

関連ノート

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