Sodium Hydroxide → HCID 21077877, compound

HRID 750470Notes

Reaction equation

HRID 750470 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].CO[C:9]([N:11]1[CH2:16][CH2:15][NH:14][CH:13]([CH2:17][CH2:18][O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:12]1)=O.[OH-].[Na+].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1.O>[CH3:9][N:11]1[CH2:16][CH2:15][NH:14][CH:13]([CH2:17][CH2:18][O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:12]1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 21077876Methyl 3-(2-phenoxyethyl)-1-piperazinecarboxylateHCID 21226445Aluminium lithium hydride

Product 1

HCID 21077877HCID 21077877, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent2×

Procedure

A 1M solution of lithium aluminium hydride in tetrahydrofuran (7.6 ml) was added dropwise to a stirred solution of (RS)-4-methoxycarbonyl-2-(2-phenoxyethyl)piperazine (D9) (1 g, 3.79 mmol) in anhydrous tetrahydrofuran (30 ml) at 0° C. under argon. The resultant mixture was stirred at 0° C. for 0.25 h and at room temperature for a further 1.5 h. Water (1.25 ml), 2N sodium hydroxide (1.55 ml) and water (1.25 ml) were added dropwise sequentially with ice cooling. After 0.2 h sodium sulphate was added, the mixture stirred for 0.2 h and then filtered through a short pad of celite. The filtrate was evaporated in vacuo to give the title compound as a colourless oil (0.73 g, 88%). Mass spectrum (AP+): Found 221 (MH+). C13H20N2O requires 220.

Workup

  1. filtrationfiltered through a short pad of celite
  2. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-cb264328fceb4132ba1e0ca85763b961
Source dataset
uspto-grants-2008_07
Patent number
US07405217B2

Reaction notes

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