Sulfuric Acid → Isopropyl acetoacetate

HRID 437726

Reaction equation

HRID 437726 reaction equation
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].S(=O)(=O)(O)O.[CH:15](O)(C)C>>[C:1]([O:7][CH:8]([CH3:15])[CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 3776IsopropanolHCID 8868Ethyl Acetoacetate

Product 1

HCID 68329Isopropyl acetoacetate

Procedure

A solution of ethyl acetoacetate (250 g.) and concentrated sulphuric acid (10 ml.) in isopropanol (1500 ml.) was heated at reflux for 3 hours. The solvent was removed by distillation, the residue was neutralised by treatment with barium carbonate, filtered and distilled under reduced pressure to give isopropyl acetoacetate (139 g.), b.p. 79°-82° C./20 mm Hg, in the form of a colourless liquid.

Workup

  1. temperatureat reflux for 3 hours
  2. customThe solvent was removed by distillation
  3. filtrationfiltered
  4. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-b6056c242bd844a3a1b4bf0f9035f329
Source dataset
uspto-grants-1977_06
Patent number
US04032323

Linked notes

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