2,5-Hexanedione → HCID 54072298, compound

HRID 1979908Notes

Reaction equation

HRID 1979908 reaction equation
[CH3:1][C:2](=O)[CH2:3][CH2:4][C:5](=O)[CH3:6].[CH2:9]([NH2:15])[CH2:10][O:11][CH2:12][CH2:13][OH:14]>C1(C)C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>[OH:14][CH2:13][CH2:12][O:11][CH2:10][CH2:9][N:15]1[C:2]([CH3:1])=[CH:3][CH:4]=[C:5]1[CH3:6]

Participants

5

Reactant 2

HCID 80352,5-HexanedioneHCID 13578Diglycolamine

Product 1

HCID 54072298HCID 54072298, compoundYield 90.2%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 1140TolueneSolvent

Procedure

A solution of 0.95 moles of 2,5-hexanedione, 0.95 mole of diglycolamine, and 1.4 g of p-toluenesulfonic acid in 400 ml of toluene was refluxed in a flask fitted with a Dean-Stark trap. After removal of the required amount of water, distillation yielded 157 g of N-(hydroxyethoxyethyl)-2,5-dimethylpyrrole with b.p.=110° C. at 13 mm.

Workup

  1. customfitted with a Dean-Stark trap
  2. customAfter removal of the required
  3. distillationamount of water, distillation

Sources & evidence

ORD record
ord-dc3b3438148f4136a871106ebf5703a0
Source dataset
uspto-grants-1984_11
Patent number
US04483833

Reaction notes

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