(2S-trans)-4-cyclohexyl-5-oxo-2-pyrrolidinemethanol → (2S-trans)-4-cyclohexyl-2-pyrrolidinemethanol

HRID 1732125ノート

反応式

HRID 1732125 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH:7]1([C@H:13]2[C:17](=O)[NH:16][C@H:15]([CH2:19][OH:20])[CH2:14]2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1>O1CCCC1>[CH:7]1([C@H:13]2[CH2:17][NH:16][C@H:15]([CH2:19][OH:20])[CH2:14]2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

参加物

4

反応物 2

HCID 13648265(2S-trans)-4-cyclohexyl-5-oxo-2-pyrrolidinemethanolHCID 21226445Aluminium lithium hydride

生成物 1

HCID 13648259(2S-trans)-4-cyclohexyl-2-pyrrolidinemethanol収率 37.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of lithium aluminum hydride (0.8 g) in 50 ml of tetrahydrofuran was added (2S-trans)-4-cyclohexyl-5-oxo-2-pyrrolidinemethanol (2.0 g) in 20 ml of tetrahydrofuran. After the addition, the mixture was refluxed for 24 hours, cooled to 0° C., quenched with ethyl acetate followed by saturated sodium sulphate solution, filtered, and the filtrate dried over anhydrous magnesium sulphate. Removal of the solvent followed by crystallization yielded 0.7 g of (2S-trans)-4-cyclohexyl-2-pyrrolidinemethanol as white crystals, melting point 98°-99° C.

後処理

  1. additionAfter the addition
  2. temperaturethe mixture was refluxed for 24 hours
  3. customquenched with ethyl acetate
  4. filtrationfiltered
  5. dry with materialthe filtrate dried over anhydrous magnesium sulphate
  6. customRemoval of the solvent
  7. customfollowed by crystallization

出典と根拠

ORDレコード
ord-869882e769cd4b929c23c4be5733cb00
出典データセット
uspto-grants-1986_11
特許番号
US04625038

反応ノート

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