Acetic Acid → HCID 14090597, compound

HRID 1666230Notes

Reaction equation

HRID 1666230 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

To a solution of 2-methylpiperazine (1 g) in MeOH (12 ml) was added AcOH (1.8 ml). The mixture was cooled down to 0° C., ethyl chloroformate (0.95 ml) was added over a 60 min period. 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 an aq. NaOH (2M) solution and extracted with toluene. The combined org. layers were washed with brine, dried over 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 brine
  7. dry with materialdried over Na2SO4
  8. customevaporated off

Sources & evidence

ORD record
ord-ed62d7f4fcfb4fd9acb42e1a56932f13
Source dataset
uspto-grants-2011_10
Patent number
US08044055B2

Reaction notes

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