Water → (1-Benzylpyrrolidine-2,5-diyl)dimethanol

HRID 1650283ノート

反応式

HRID 1650283 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:14]1[CH:18]([C:19](OCC)=[O:20])[CH2:17][CH2:16][CH:15]1[C:24](OCC)=[O:25])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.O>O1CCCC1>[CH2:7]([N:14]1[CH:18]([CH2:19][OH:20])[CH2:17][CH2:16][CH:15]1[CH2:24][OH:25])[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

5

反応物 3

HCID 962WaterHCID 286120Diethyl 1-benzylpyrrolidine-2,5-dicarboxylateHCID 21226445Aluminium lithium hydride2 回

生成物 1

HCID 11206806(1-Benzylpyrrolidine-2,5-diyl)dimethanol収率 96.6%

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 suspension of lithium aluminum hydride (10.25 g) in tetrahydrofuran (550 ml) was added dropwise a solution of 1-benzyl-2,5-bis(ethoxycarbonyl)pyrrolidine (55 g) in tetrahydrofuran (100 ml). The reaction mixture was stirred for 30 minutes at 0° C., allowed to warm to room temperature and then stirred at the same temperature for 1 hour. And then water was added carefully until excess lithium aluminum hydride was decomposed. After the precipitate was filtered off, the filtrate was evaporated under reduced pressure to give crude 1-benzyl-2,5-bis(hydroxymethyl)pyrrolidine (38.52 g).

後処理

  1. temperatureto warm to room temperature
  2. stirringstirred at the same temperature for 1 hour
  3. filtrationAfter the precipitate was filtered off
  4. customthe filtrate was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-fcde91b78bf9478ab1fa5f5dcdaa2c97
出典データセット
uspto-grants-1990_05
特許番号
US04923857

反応ノート

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