HCID 2775915、化合物 → HCID 53215517、化合物

HRID 889037ノート

反応式

HRID 889037 の反応式
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

参加物

5

反応物 2

HCID 2775915HCID 2775915、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 53215517HCID 53215517、化合物

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-8a9de5f121b94039bcf782dc96bbb67a
出典データセット
uspto-grants-2012_08
特許番号
US08252797B2

反応ノート

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