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

HRID 1243217노트

반응식

HRID 1243217 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

HCID 5984364-Fluoro-3-methoxybenzoic acid

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-8965fad0d61e4d788294bca84dced858
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115740B2

반응 노트

불러오는 중…