HCID 2775915, 화합물 → HCID 53215517, 화합물

HRID 889037노트

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HRID 889037 반응식
O=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[CH2:5][CH:4]([C:17](O)=[O:18])[CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C.C1COCC1>[F:15][C:13]([F:14])([F:16])[C:9]1[CH:8]=[C:7]([N:6]2[CH2:2][CH2:3][CH:4]([CH2:17][OH:18])[CH2:5]2)[CH:12]=[CH:11][CH:10]=1

참가 물질

5

반응물 2

HCID 2775915HCID 2775915, 화합물HCID 21226445Aluminium lithium hydride

생성물 1

HCID 53215517HCID 53215517, 화합물

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 8028Tetrahydrofuran용매

실험 절차

5-Oxo-1-(3-trifluoromethyl-phenyl)-pyrrolidine-3-carboxylic acid (0.35 g, 1.28 mmol) in diethyl ether (5 ml) was added to a solution of lithium aluminium hydride (0.097 g, 2.56 mmol) in THF (5 ml) at temperature 0° C. over a period of 10 min. The mixture was refluxed for 2 hours and then stirred at room temperature for 20 hours. The reaction mixture was diluted with diethyl ether (15 ml) and quenched with water (10 ml). The organic layer was separated and aqueous layer was extracted with diethyl ether. The combined organic layer was washed with saturated brine solution, dried over Na2SO4 and evaporated to obtain a residue which was purified by preparative TLC to afford [1-(3-trifluoromethyl-phenyl)-pyrrolidin-3-yl]-methanol as a colorless mass (0.2 g, 64%).

후처리

  1. temperatureThe mixture was refluxed for 2 hours
  2. customquenched with water (10 ml)
  3. customThe organic layer was separated
  4. extractionaqueous layer was extracted with diethyl ether
  5. washThe combined organic layer was washed with saturated brine solution
  6. dry with materialdried over Na2SO4
  7. customevaporated
  8. customto obtain a residue which
  9. customwas purified by preparative TLC

출처 및 근거

ORD 기록
ord-8a9de5f121b94039bcf782dc96bbb67a
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08252797B2

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