2-(pyrazin-2-yl)ethanol → Piperazineethanol

HRID 2226045Notes

Reaction equation

HRID 2226045 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[CH:9]=[N:8][CH:7]=[CH:6][N:5]=1>CO.[Pt]=O>[OH:1][CH2:2][CH2:3][CH:4]1[CH2:9][NH:8][CH2:7][CH2:6][NH:5]1

Participants

4

Reactant 1

HCID 5222472-(pyrazin-2-yl)ethanol

Product 1

HCID 91308PiperazineethanolYield 98.5%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

A solution of 1.80 g (14.50 mmol) of 2-(2-hydroxyethyl)pyrazine in 40 ml of methanol was hydrogenated over 24 hours using 0.8 g of platinum oxide, The reaction was filtered through Celite and TLC (10% methanol/0.2% ammonium hydroxide/chloroform) revealed that the reaction was 50% complete. The material was redissolved in 50 ml of methanol and hydrogenated again under the same conditions. The mixture was filtered through Celite and rinsed with 45 ml of methanol. Concentration in vacuo yielded 1.86 g (98%) of a yellow oil.

Workup

  1. filtrationThe reaction was filtered through Celite and TLC (10% methanol/0.2% ammonium hydroxide/chloroform)
  2. dissolutionThe material was redissolved in 50 ml of methanol
  3. filtrationThe mixture was filtered through Celite
  4. washrinsed with 45 ml of methanol
  5. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-c47b9ca7e97143589010d7eb9a0bd0cc
Source dataset
uspto-grants-1994_09
Patent number
US05344830

Reaction notes

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