Sodium Hydroxide → 2-(4-Benzylpiperazin-2-yl)ethanol

HRID 750465

反応式

HRID 750465 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([CH:9]([CH:13]1[CH2:18][N:17]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:16][CH2:15][NH:14]1)[C:10]([O-])=[O:11])C.[OH-].[Na+].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1.O>[CH2:19]([N:17]1[CH2:16][CH2:15][NH:14][CH:13]([CH2:9][CH2:10][OH:11])[CH2:18]1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 21077878(RS)-ethyl-(4-benzylpiperazin-2-yl)acetateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 220219532-(4-Benzylpiperazin-2-yl)ethanol収率 91.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A 1M solution of lithium aluminium hydride in tetrahydrofuran (32.8 ml) was added dropwise to a stirred solution of (RS)-ethyl-(4-benzylpiperazin-2-yl)acetate (D3) (4.3 g, 16.41 mmol) in anhydrous tetrahydrofuran (100 ml) under argon, maintaining the temperature below 10° C. The resultant was stirred for a further 0.25 h, warmed to room temperature and stirred for 2.5 h. Water (8.2 ml), 2N sodium hydroxide (10.2 ml), and water (8.2 ml) were added dropwise sequentially with ice cooling. After 0.2 h sodium sulfate was added, the mixture stirred for 0.2 h then filtered through a short pad of celite. The filtrate was evaporated in vacuo to give the title compound as a pale orange oil (3.3 g, 91%). Mass spectrum (AP+): Found 221 (MH+). C13H20N2O requires 220.

後処理

  1. temperaturemaintaining the temperature below 10° C
  2. stirringstirred for 2.5 h
  3. stirringthe mixture stirred for 0.2 h
  4. filtrationthen filtered through a short pad of celite
  5. customThe filtrate was evaporated in vacuo

出典と根拠

ORDレコード
ord-fd06224e8f464a368b33f53fa827df48
出典データセット
uspto-grants-2008_07
特許番号
US07405217B2

関連ノート

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