2-(2-Acetoxy-4-fluorophenoxy)ethanol → 2-(2-Hydroxy-4-fluorophenoxy)ethanol

HRID 1582756노트

반응식

HRID 1582756 반응식
C([O:4][C:5]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:6]=1[O:7][CH2:8][CH2:9][OH:10])(=O)C.[H-].[OH-].[Li+]>O1CCCC1.O>[OH:4][C:5]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:6]=1[O:7][CH2:8][CH2:9][OH:10]

참가 물질

5

반응물 2

HCID 227183672-(2-Acetoxy-4-fluorophenoxy)ethanolHCID 86597229HCID 86597229, 화합물

생성물 1

HCID 227182352-(2-Hydroxy-4-fluorophenoxy)ethanol

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
90 °C

실험 절차

2-(2-Acetoxy-4-fluorophenoxy)ethanol 1.53 g was dissolved in a mixed solvent of tetrahydrofuran 10 ml and water 5 ml, then lithium hydroxide monohydride 294 mg was added thereto, and the mixture was stirred at 90° C. After stirred for 10 hours, the reaction mixture was cooled and partitioned by adding water and ethyl acetate. The organic layer was washed with water and then with brine, dried over magnesium sulfate anhydride and evaporated. The residue was purified by silica gel column chromatography (hexane/ethyl acetate system), whereby the title compound (1.07 g, 80%) was obtained as a colorless oil.

후처리

  1. stirringAfter stirred for 10 hours
  2. temperaturethe reaction mixture was cooled
  3. custompartitioned
  4. additionby adding water and ethyl acetate
  5. washThe organic layer was washed with water
  6. dry with materialwith brine, dried over magnesium sulfate anhydride
  7. customevaporated
  8. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate system), whereby the title compound (1.07 g, 80%)
  9. customwas obtained as a colorless oil

출처 및 근거

ORD 기록
ord-12524f5734e5433b93ec789952030b17
출처 데이터셋
uspto-grants-2004_05
특허 번호
US06737425B1

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