Hydrochloric Acid → 2,3,3-Trifluoro-1-Hydroxy-4-n-Propylbicyclo[2.2.2]octane

HRID 1644125노트

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HRID 1644125 반응식
[F:1][CH:2]1[C:7]([F:9])([F:8])[C:6]2([CH2:12][CH2:13][CH3:14])[CH2:10][CH2:11][C:3]1([O:15]C(CCCCC)=O)[CH2:4][CH2:5]2.[OH-].[K+].O.Cl>C(OCC)(=O)C.C(O)C>[F:1][CH:2]1[C:7]([F:8])([F:9])[C:6]2([CH2:12][CH2:13][CH3:14])[CH2:10][CH2:11][C:3]1([OH:15])[CH2:4][CH2:5]2

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 594808472,3,3-Trifluoro-1-Pentylcarbonyloxy-4-n-Propylbicyclo[2.2.2]octane

생성물 1

HCID 594808822,3,3-Trifluoro-1-Hydroxy-4-n-Propylbicyclo[2.2.2]octane

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

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온도
70 °C

실험 절차

A mixture of 2,3,3-trifluoro-1-pentylcarbonyloxy-4-n-propylbicyclo[2.2.2]octane (3) (0.12 g), potassium hydroxide (0.11 g), water (0.5 mL) and ethanol (2.0 mL) was stirred at 70° C. for 20 minutes. The mixture was neutralized with hydrochloric acid, added with ethyl acetate (30 mL), and the organic layer was washed with aqueous sodium hydrogen carbonate solution. The organic layer was dried over anhydrous magnesium sulfate, the solvent was vaporized off under reduced pressure, to thereby obtain a crude product. The crude produce was purified by silica gel column chromatography (hexane/ethyl acetate=3:1), to thereby obtain 2,3,3-trifluoro-1-hydroxy-4-n-propylbicyclo[2.2.2]octane (4) (yield=82 mg, yield ratio=98%) as a colorless clear solid.

후처리

  1. washthe organic layer was washed with aqueous sodium hydrogen carbonate solution
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate

출처 및 근거

ORD 기록
ord-095bf197376a4411aa409d26019d4840
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124196B2

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