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

HRID 1374738

반응식

HRID 1374738 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 220219532-(4-Benzylpiperazin-2-yl)ethanol수율 91.3%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f4afc4719a024cb28b09b6415dcac3ff
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07166608B2

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