Ethanol → HCID 69035852, compound

HRID 2182327Notes

Reaction equation

HRID 2182327 reaction equation
O=[C:2]([CH3:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[Na].Br[CH2:12][CH:13]1C[CH2:14]1.[OH2:16].[CH2:17](O)C>>[C:13]([CH:14]1[CH2:9][CH:2]1[CH:3]([CH3:17])[C:4]([O:6][CH2:7][CH3:8])=[O:5])(=[O:16])[CH3:12]

Participants

6

Reactant 5

HCID 702EthanolHCID 962WaterHCID 8868Ethyl AcetoacetateHCID 81503BromomethylcyclopropaneHCID 5360545Sodium

Product 1

HCID 69035852HCID 69035852, compound

Procedure

36.2 g of ethyl 3-oxo-butyrate are added dropwise with stirring at room temperature to a solution of 7 g of sodium in 160 ml of ethanol. Thereafter, 45.1 g of (bromomethyl)-cyclopropan are added and the mixture is heated under reflux for two hours. The reaction mixture is allowed to cool down to room temperature, then it is poured on 500 ml of water and extracted three times with diethylether. After drying on anhydrous sodium sulfate the solvent is evaporated and the residue is distilled. 38.9 g of ethyl 2-acetyl-cyclopropylpropionate are obtained, b.p.=35-36° C./0.3 mbar.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for two hours
  3. extractionextracted three times with diethylether
  4. dry with materialAfter drying on anhydrous sodium sulfate the solvent
  5. customis evaporated
  6. distillationthe residue is distilled

Sources & evidence

ORD record
ord-c0dadea6c1c04fcb9adf19daeebfd7ae
Source dataset
uspto-grants-2005_05
Patent number
US06897222B2

Reaction notes

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