1-(2-Hydroxyethyl)piperazine → HCID 43579636, compound

HRID 1055226Notes

Reaction equation

HRID 1055226 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.[CH2:10]=[C:11]1[O:15][C:13](=[O:14])[CH2:12]1>O1CCCC1>[OH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:13](=[O:14])[CH2:12][C:11](=[O:15])[CH3:10])[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 12661Diketene

Product 1

HCID 43579636HCID 43579636, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 32.5 g (0.25 mol) 1-(2-hydroxyethyl)piperazine in 100 ml tetrahydrofuran was added dropwise to a solution of 20 g of diketene (0.24 mol) in 200 ml of tetrahydrofuran at −5 to 0° C. After 1 h stirring at 0° C. no more starting material was detected by thin layer chromatography. The reaction mixture was evaporated and the residue purified by column chromatography. This gave 36.10 g (0.17 mol, 71% yield) of a colorless oil.

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue purified by column chromatography

Sources & evidence

ORD record
ord-7e0f594e3ac5499baa40b76f2e003284
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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