Ammonia → Ethyl 1-methyl-β-oxocyclopropanepropanoate

HRID 327378Notes

Reaction equation

HRID 327378 reaction equation
[CH3:1][C:2]1([C:5]([CH:7](C(=O)C)[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:6])[CH2:4][CH2:3]1.N>C(O)C>[CH3:1][C:2]1([C:5]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:6])[CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 23363520HCID 23363520, compound

Product 1

HCID 10866760Ethyl 1-methyl-β-oxocyclopropanepropanoateYield 97.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution comprising 55 grams of ethyl 2-(1-methylcyclopropanecarbonyl)-3-oxobutanoate and 160 ml of ethanol was stirred at room temperature and 60 ml of a 30% aqueous ammonia solution was added dropwise to this solution over a period of 10 minutes. Subsequently, the mixture was stirred for 1 hour and extracted with 300 ml of ethyl acetate and dilute aqueous hydrochloric acid. After neutralization and washing with water, the organic layer was dried over anhydrous sodium sulfate. The solvent was then removed and 43 grams of ethyl (1-methylcyclopropanecarbonyl)acetate was obtained as an oily material.

Workup

  1. stirringSubsequently, the mixture was stirred for 1 hour
  2. extractionextracted with 300 ml of ethyl acetate and dilute aqueous hydrochloric acid
  3. washAfter neutralization and washing with water
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. customThe solvent was then removed

Sources & evidence

ORD record
ord-7db4c978c0524eaf9adf6835c331852d
Source dataset
uspto-grants-1993_12
Patent number
US05273868

Reaction notes

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