Ethyl Acrylate → HCID 21079447, compound

HRID 1375101Notes

Reaction equation

HRID 1375101 reaction equation
[C:1]([CH:4]([C:10](=[O:12])[CH3:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])(=[O:3])[CH3:2].[C:13]([O:17][CH2:18][CH3:19])(=[O:16])[CH:14]=[CH2:15]>N12CCCN=C1CCCCC2.C(O)(=O)C>[CH2:8]([O:7][C:5](=[O:6])[C:4]([C:10](=[O:12])[CH3:11])([C:1](=[O:3])[CH3:2])[CH2:15][CH2:14][C:13]([O:17][CH2:18][CH3:19])=[O:16])[CH3:9]

Participants

5

Reactant 2

HCID 8821Ethyl AcrylateHCID 79063Ethyl 2-acetylacetoacetate

Product 1

HCID 21079447HCID 21079447, compoundYield 47.4%

Reagents, catalysts & solvents 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneCatalystHCID 176Acetic AcidSolvent

Procedure

2.0 g of ethyl 2-acetyl-3-oxo-butyrate was mixed with 5 drops of 1,8-diazabicyclo-[5.4.0]-undec-7-ene. Over 10 minutes, 2.7 g of ethyl acrylate was added dropwise. The mixture was stirred for 30 hours at room temperature, 2 ml of acetic acid was added to neutralize the base, and the mixture was extracted with an aqueous sodium carbonate solution and water. Fractional distillation yields 1.5 g of 2,2-diacetyl-1,5-pentanedioic acid diethyl ester (purity: 70%; colorless).

Workup

  1. extractionthe mixture was extracted with an aqueous sodium carbonate solution and water
  2. distillationFractional distillation

Sources & evidence

ORD record
ord-d6a099b6e0344fa79d4bae13e7019933
Source dataset
uspto-grants-2007_01
Patent number
US07166648B2

Reaction notes

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