Ethanol → HCID 13748614, compound

HRID 2291107Notes

Reaction equation

HRID 2291107 reaction equation
C(O)C.[CH:4]([N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1)([CH3:6])[CH3:5].Cl[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16]>C(N(CC)CC)C>[CH2:18]([O:17][C:15]([CH2:14][N:10]1[CH2:11][CH2:12][N:7]([CH:4]([CH3:6])[CH3:5])[CH2:8][CH2:9]1)=[O:16])[CH3:19]

Participants

5

Reactant 3

HCID 702EthanolHCID 7751Ethyl chloroacetateHCID 780131-Isopropylpiperazine

Product 1

HCID 13748614HCID 13748614, compoundYield 68.3%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

One hundred milliliters of an ethanol solution containing 7 g of 1-isopropylpiperazine, 6.2 g of ethyl chloroacetate and 9.2 m of triethylamine was heated and refluxed for 4 hours. After being concentrated under reduced pressure, the resulting mixture was added with ethyl acetate. Insoluble matter was removed by filtration. Thereafter, the residue was purified by silica gel chromatography (eluent: a 20:1 mixture of chloroform and methanol) to obtain 7.4 g of 1-ethoxycarbonylmethyl-4-isopropylpiperazine as a light brownish oily substance.

Workup

  1. temperaturewas heated
  2. temperaturerefluxed for 4 hours
  3. concentrationAfter being concentrated under reduced pressure
  4. additionthe resulting mixture was added with ethyl acetate
  5. customInsoluble matter was removed by filtration
  6. customThereafter, the residue was purified by silica gel chromatography (eluent
  7. additiona 20:1 mixture of chloroform and methanol)

Sources & evidence

ORD record
ord-a8aa811103d04f72b6b7dc9cdad42b14
Source dataset
uspto-grants-1986_10
Patent number
US04620005

Reaction notes

Loading…