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Hydrochloric Acid → (5-Phenyl-1,2-oxazol-3-yl)methanol

HRID 584380
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반응식

HRID 584380 반응식
[C:1]1([C:7]2[O:11][N:10]=[C:9]([C:12](OCC)=[O:13])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.Cl>C(OCC)C.C(OCC)(=O)C>[C:1]1([C:7]2[O:11][N:10]=[C:9]([CH2:12][OH:13])[CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
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참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 571142Ethyl 5-phenylisoxazole-3-carboxylateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 1481082(5-Phenyl-1,2-oxazol-3-yl)methanol수율 94.2%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회
HCID 8857Ethyl Acetate용매

실험 절차

A solution of ethyl 5-phenylisoxazole-3-carboxylate (20.0 g) in diethyl ether (50 ml) was added dropwise to a mixture of lithium aluminium hydride (2.62 g) in diethyl ether (50 ml) at 0° C. After stirring for 1 hour, water was added to the reaction mixture carefully, followed by addition of 1N hydrochloric acid (200 ml) and extraction with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The remaining crystals were recrystallized from ethyl acetate-hexane to obtain (5-phenyl-3-isoxazolyl)methanol (15.2 g, yield 94%) as pale-brown crystals m.p. 101-102° C.

후처리

  1. washThe ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated
  4. customThe remaining crystals were recrystallized from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-18650a4430db4f74b07432c218d0b298
출처 데이터셋
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06924300B2

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