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Aluminium lithium hydride → {2-[4-(Trifluoromethyl)phenyl]-1,3-oxazol-4-yl}methanol

HRID 1827885
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HRID 1827885 반응식
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][CH:11]=[C:12]([C:14](OC)=[O:15])[N:13]=2)=[CH:5][CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[F:19][C:2]([F:1])([F:18])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[O:10][CH:11]=[C:12]([CH2:14][OH:15])[N:13]=2)=[CH:7][CH:8]=1
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 22064320Methyl 2-(4-(trifluoromethyl)phenyl)oxazole-4-carboxylate

생성물 1

HCID 22064105{2-[4-(Trifluoromethyl)phenyl]-1,3-oxazol-4-yl}methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

A solution of methyl 2-[4-(trifluoromethyl)phenyl]-1,3-oxazole-4-carboxylate (1.365 mmol) in tetrahydrofuran (20 ml) was cooled to 0° C., and lithium aluminum hydride in tetrahydrofuran (1.365 mmol) was added dropwise. The reaction mixture was stirred at 0° C. for 30 minutes, slowly quenched with water, followed by addition of ammonium chloride solution. The resulting mixture was filtered through celite, and washed with ethyl acetate. The filtrate was washed with brine, dried over sodium sulfate, and solvent removed under reduced pressure. The residue was purified by chromatography, to yield {2-[4-(trifluoromethyl)phenyl]-1,3-oxazol-4-yl}methan-1-ol, a compound of formula (16).

후처리

  1. customslowly quenched with water
  2. additionfollowed by addition of ammonium chloride solution
  3. filtrationThe resulting mixture was filtered through celite
  4. washwashed with ethyl acetate
  5. washThe filtrate was washed with brine
  6. dry with materialdried over sodium sulfate, and solvent
  7. customremoved under reduced pressure
  8. customThe residue was purified by chromatography

출처 및 근거

ORD 기록
ord-504d6449473046a18a20bc4601da4eb5
출처 데이터셋
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07056924B2

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