HCID 417140, compound → 3-(4-phenylpiperazin-1-yl)propan-1-ol

HRID 1648788Notes

Reaction equation

HRID 1648788 reaction equation
C([O:3][C:4]([CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[OH:3][CH2:4][CH2:6][CH2:7][N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 417140HCID 417140, compoundHCID 21226445Aluminium lithium hydride2×

Product 1

HCID 2340423-(4-phenylpiperazin-1-yl)propan-1-olYield 94.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

6.75 g of 1-(2-ethoxycarbonylethyl)-4-phenylpiperazine are dissolved in 100 ml of anhydrous tetrahydrofuran, and the solution is added dropwise at a temperature below 5° C. to a suspension of 1.96 g of lithium aluminum hydride in 200 ml of anhydrous tetrahydrofuran. The mixture is stirred at the same temperature for 2 hours. After decomposing an excess of lithium aluminum hydride, insoluble materials are removed by filtration. The filtrate is concentrated under reduced pressure to dryness, and the residue is recrystallized from isopropyl ether. 5.34 g of 1-(3-hydroxy-n-propyl)-4-phenyl-piperazine are thereby obtained as colorless granules. Yield: 94%

Workup

  1. customare removed by filtration
  2. concentrationThe filtrate is concentrated under reduced pressure to dryness
  3. customthe residue is recrystallized from isopropyl ether

Sources & evidence

ORD record
ord-9b4bcf394b0b4dea9babe24ec6aa3435
Source dataset
uspto-grants-1983_11
Patent number
US04413006

Reaction notes

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