1,4-Dioxane → HCID 22629563, compound

HRID 276893Notes

Reaction equation

HRID 276893 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)(=[O:3])[NH2:2].O1CCOCC1.C(=O)(O)[O-].[Na+].[C:27](=O)([O:33]C(C)(C)C)[O:28][C:29]([CH3:32])([CH3:31])[CH3:30]>O>[C:29]([O:28][C:27]([N:13]1[CH2:14][CH2:15][N:10]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:1](=[O:3])[NH2:2])[CH2:11][CH2:12]1)=[O:33])([CH3:32])([CH3:31])[CH3:30]

Participants

6

Reactant 4

HCID 312751,4-DioxaneHCID 516892Sodium BicarbonateHCID 10219638Carbonic acid, bis(1,1-dimethylethyl) esterHCID 106558542-Piperazin-1-yl-benzamide

Product 1

HCID 22629563HCID 22629563, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

1-(2-Carbamoylphenyl)piperazine (300 mg, 1.5 mmol) was dissolved in water (2 ml) and 1,4-dioxane (2 ml) The resulting solution was mixed with sodium bicarbonate (250 mg, 2.9 mmol) and di-t-butyl carbonate (480 mg, 2.2 mmol), and then stirred at a room temperature for 4 hours. The reaction solution was mixed with water (20 ml), and the reaction product was extracted with chloroform (80 ml) and washed with water and saturated brine. Then the solvent was evaporated under a reduced pressure to obtain colorless crystals. Thereafter, the crystals were washed with hexane and then dried to obtain 430 mg of the title compound (1.4 mmol, 96% in yield).

Workup

  1. extractionthe reaction product was extracted with chloroform (80 ml)
  2. washwashed with water and saturated brine
  3. customThen the solvent was evaporated under a reduced pressure
  4. customto obtain colorless crystals
  5. washThereafter, the crystals were washed with hexane
  6. customdried

Sources & evidence

ORD record
ord-49dfaafebff9462087c5adc7f22f5ca6
Source dataset
uspto-grants-2002_03
Patent number
US06355642B1

Reaction notes

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