Sodium Hydroxide → HCID 15631609, compound

HRID 2352331Notes

Reaction equation

HRID 2352331 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][O:16]C(C2OC=CC=2)=O)[CH2:10][CH2:9]1)=[O:7].[OH-].[Na+]>CO>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([N:8]1[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][OH:16])[CH2:12][CH2:13]1)=[O:7]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 156316081-(2-Furanylcarbonyl)-4-(2-(2-furanylcarbonyloxy)ethyl)piperazine

Product 1

HCID 15631609HCID 15631609, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3.7 g of 1-(2-furanylcarbonyl)-4-(2-(2-furanylcarbonyloxy)ethyl)piperazine in 30 ml of methanol, 12.5 ml of a 3% aqueous solution of sodium hydroxide was added at room temperature. The resulting mixture was stirred for 40 minutes. After distilling off the methanol under reduced pressure, the residue was taken up in chloroform and then washed once with a saturated aqueous solution of sodium chloride. The chloroform layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: a 10:1 mixture of chloroform and methanol) to give 2.3 g of an oily substance (yield: 82%).

Workup

  1. distillationAfter distilling off the methanol under reduced pressure
  2. washwashed once with a saturated aqueous solution of sodium chloride
  3. dry with materialThe chloroform layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by column chromatography on silica gel (eluent
  6. additiona 10:1 mixture of chloroform and methanol)
  7. customto give 2.3 g of an oily substance (yield: 82%)

Sources & evidence

ORD record
ord-54756575226447789ffa9fe40fa6da8a
Source dataset
uspto-grants-1989_10
Patent number
US04876345

Reaction notes

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