Aluminium lithium hydride → (1-Benzylpyrrolidine-2,5-diyl)dimethanol

HRID 1860377ノート

反応式

HRID 1860377 の反応式
[CH2:1]([N:8]1[CH:12]([C:13]([O-])=[O:14])[CH2:11][CH2:10][CH:9]1[C:16](OCC)=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH2:1]([N:8]1[CH:12]([CH2:13][OH:14])[CH2:11][CH2:10][CH:9]1[CH2:16][OH:17])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 86585275HCID 86585275、化合物

生成物 1

HCID 11206806(1-Benzylpyrrolidine-2,5-diyl)dimethanol収率 86.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 96.4 grams of 1-benzyl-pyrrolidine-2,5-dicarboxylic acid, 2-ethyl ester, 5-methyl ester in 380 ml of anhydrous tetrahydrofuran is dripped rapidly into a solution of lithium aluminum hydride (437 mmol) in tetrahydrofuran (1.4 liter) at 0° C. After complete addition, the mixture is stirred for 3 hours at ambient temperature and then carefully quenched with 57.8 ml of water followed by 38.6 ml of 10% sodium hydroxide. The mixture is stirred overnight, filtered through Celite, the Celite washed with CH2Cl2 and the combined filtrate evaporated to provide 67.11 grams of crude (1-benzyl-5-hydroxymethyl-pyrrolidine-2-yl)-methanol.

後処理

  1. additionAfter complete addition
  2. customcarefully quenched with 57.8 ml of water
  3. stirringThe mixture is stirred overnight
  4. filtrationfiltered through Celite
  5. washthe Celite washed with CH2Cl2
  6. customthe combined filtrate evaporated

出典と根拠

ORDレコード
ord-c4672a94688a473591a5afcef2511e69
出典データセット
uspto-grants-2003_03
特許番号
US06531468B2

反応ノート

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