Lithium aluminum hydride → (2S,4R)-4-Phenyl-2-pyrrolidinemethanol

HRID 504386ノート

反応式

HRID 504386 の反応式
[AlH4-].[Li+].[C:3]1([C@@H:9]2[CH2:13][NH:12][C@H:11]([C:14](OC)=[O:15])[CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>O1CCCC1>[C:3]1([C@@H:9]2[CH2:13][NH:12][C@H:11]([CH2:14][OH:15])[CH2:10]2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 28112Lithium aluminum hydrideHCID 14102971HCID 14102971、化合物

生成物 1

HCID 57368261(2S,4R)-4-Phenyl-2-pyrrolidinemethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Lithium tetrahydroaluminate in tetrahydrofuran (1.00 M, 1.00 mL) was added to methyl (2S,4R)-4-phenylpyrrolidine-2-carboxylate (103.0 mg, 0.0005018 mol) in tetrahydrofuran (3.00 mL, 0.0370 mol) at 0° C. Then the ice-water bath was removed and the reaction mixture was stirred at rt for 1 h and was quenched with brine (1 mL). The resulting mixture was extracted with ethyl acetate (2×2 mL). The combined organic layer was washed with brine, dried over Na2SOa, filtered, and concentrated under reduced pressure to give the desired product which was directly used in the next step without further purification.

後処理

  1. customThen the ice-water bath was removed
  2. customwas quenched with brine (1 mL)
  3. extractionThe resulting mixture was extracted with ethyl acetate (2×2 mL)
  4. washThe combined organic layer was washed with brine
  5. customdried over Na2SOa
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-2557833c57054da28907f43f4855bd61
出典データセット
uspto-grants-2010_08
特許番号
US07776874B2

反応ノート

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