Diethylamine → 3-Hydroxy-2-cyclobuten-1-one-diethylammonium salt

HRID 892647Notes

Reaction equation

HRID 892647 reaction equation
[C:1]1(=[O:6])[CH2:4][C:3](=[O:5])[CH2:2]1.[CH2:7]([NH:9][CH2:10][CH3:11])[CH3:8]>C(OCC)(=O)C>[CH2:7]([NH2+:9][CH2:10][CH3:11])[CH3:8].[OH:6][C:1]1[CH2:4][C:3](=[O:5])[CH:2]=1

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 27357Cyclobutane-1,3-dione

Product 1

HCID 198960273-Hydroxy-2-cyclobuten-1-one-diethylammonium saltYield 83.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

2.1 g of 1,3-cyclobutanedione (23.0 mmol) was suspended in 40 g of ethyl acetate. A solution of 1.84 g of diethylamine (25.0 mmol) in 10 g of ethyl acetate was instilled in this suspension at 20° C. within 15 minutes. After 1 hour of stirring at room temperature, the suspension was filtered and then dried. 3.05 g of the title product with a purity (according to HPLC) of 93.7 percent, corresponding to a yield of 79.2 percent, relative to the cyclobutanedione, was obtained. Data for the title compound was:

Workup

  1. filtrationthe suspension was filtered
  2. customdried

Sources & evidence

ORD record
ord-d55b0dc87a7e4ec2915e7323c526cebc
Source dataset
uspto-grants-1992_06
Patent number
US05118847

Reaction notes

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