Acetone → HCID 22609181, compound

HRID 1155149Notes

Reaction equation

HRID 1155149 reaction equation
[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].[CH3:8][C:9]([CH3:11])=O.C(=O)([O-])[O-].[K+].[K+]>>[CH3:8][C:9]1([CH3:11])[N:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][O:4]1

Participants

4

Reactant 3

HCID 180AcetoneHCID 8113DiethanolamineHCID 11430Potassium Carbonate

Product 1

HCID 22609181HCID 22609181, compoundYield 75%

Conditions

Temperature
37 °C

Procedure

A mixture of 526 g (5.0 moles) of diethanolamine, 581 g (10 moles) of acetone and 690 g (5.0 moles) of anhydrous potassium carbonate are allowed to stir for 20 hours. During the first two hours the solution temperature gradually increases to a maximum of 37° C. The mixture is filtered and the collected solid is washed with 500 ml of acetone. The filtrate and wash are combined, the solvent distilled off under reduced pressure, and the residue distilled under reduced pressure. There is obtained 543 g (75%) of a colorless liquid, b.p. 89°-92°/8 mm, nD26 1.4614, neutralization equivalent 144.5 (calculated 145.2).

Workup

  1. filtrationThe mixture is filtered
  2. washthe collected solid is washed with 500 ml of acetone
  3. washThe filtrate and wash
  4. distillationthe solvent distilled off under reduced pressure
  5. distillationthe residue distilled under reduced pressure

Sources & evidence

ORD record
ord-d321e8f40d5d411d8eb1f54ef88efc40
Source dataset
uspto-grants-1981_11
Patent number
US04299867

Reaction notes

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