2,5-Hexanedione → HCID 13770046, compound

HRID 1904217Notes

Reaction equation

HRID 1904217 reaction equation
[CH2:1]([CH2:5][C:6](=O)[CH3:7])[C:2]([CH3:4])=O.[NH2:9][CH2:10][CH2:11][N:12]1[CH2:16][CH2:15][CH2:14][C:13]1=[O:17]>CO>[CH3:4][C:2]1[N:9]([CH2:10][CH2:11][N:12]2[CH2:16][CH2:15][CH2:14][C:13]2=[O:17])[C:6]([CH3:7])=[CH:5][CH:1]=1

Participants

4

Reactant 2

HCID 80352,5-HexanedioneHCID 906601-(2-Aminoethyl)pyrrolidin-2-one

Product 1

HCID 13770046HCID 13770046, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.7 g (0.05 mmol) of acetonylacetone and 6.4 g (0.05 mmol) of 1-(2-aminoethyl)-2-pyrrolidinone are heated under reflux in 70 ml of methanol for 2 h. The reaction mixture is then concentrated and, after the concentration, the crude reaction product is then precipitated by addition of petroleum ether. The crude product is recrystallized from diethyl ether. Yield: 3.2 g (31% of theory), Melting point: 66°-68° C. Elemental analysis: C12H18N2O (206.29) calculated: C 69.9 H 8.8 N 13.6 0 7.8 found: C 69.4 H 8.7 N 13.7 0 8.11

Workup

  1. concentrationThe reaction mixture is then concentrated
  2. concentrationafter the concentration
  3. customthe crude reaction product
  4. customis then precipitated by addition of petroleum ether
  5. customThe crude product is recrystallized from diethyl ether

Sources & evidence

ORD record
ord-e0801e7a260d4edd9705515185a61bfe
Source dataset
uspto-grants-1989_06
Patent number
US04837225

Reaction notes

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