Acetic Acid → HCID 14090597, compound

HRID 553821Notes

Reaction equation

HRID 553821 reaction equation
[CH3:1][CH:2]1[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.CC(O)=O.Cl[C:13]([O:15][CH2:16][CH3:17])=[O:14].O>CO>[CH2:16]([O:15][C:13]([N:6]1[CH2:5][CH2:4][NH:3][CH:2]([CH3:1])[CH2:7]1)=[O:14])[CH3:17]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 10928Ethyl chloroformateHCID 660572-Methylpiperazine

Product 1

HCID 14090597HCID 14090597, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

2-methylpiperazine (1 g) was dissolved in MeOH (12 ml) and AcOH (1.8 ml) was added. The mixture was cooled down to 0° C., ethyl chloroformate (0.95 ml) was added over 60 min. The mixture was allowed to warm to RT and was stirred overnight. Water was added and MeOH was evaporated off. The residue was extracted with toluene and the org. layers were washed with water. The combined aq. layers were basified to pH 14 with a 2M NaOH solution and extracted with toluene. The combined org. layers were washed with a NaCl solution, dried (Na2SO4) and evaporated off to give 936 mg of the desired compound.

Workup

  1. temperatureto warm to RT
  2. customMeOH was evaporated off
  3. extractionThe residue was extracted with toluene
  4. washlayers were washed with water
  5. extractionextracted with toluene
  6. washlayers were washed with a NaCl solution
  7. dry with materialdried (Na2SO4)
  8. customevaporated off

Sources & evidence

ORD record
ord-309148d102944b4aa0122c4ec5c6d7d4
Source dataset
uspto-grants-2011_11
Patent number
US08048881B2

Reaction notes

Loading…