Ethyl Acrylate → HCID 15633252, compound

HRID 1375097Notes

Reaction equation

HRID 1375097 reaction equation
[CH3:1][CH:2]([C:6](=[O:8])[CH3:7])[C:3](=[O:5])[CH3:4].[C:9]([O:13][CH2:14][CH3:15])(=[O:12])[CH:10]=[CH2:11]>N12CCCN=C1CCCCC2.C(OCC)C>[CH2:14]([O:13][C:9](=[O:12])[CH2:10][CH2:11][C:2]([C:6](=[O:8])[CH3:7])([CH3:1])[C:3](=[O:5])[CH3:4])[CH3:15]

Participants

5

Reactant 2

HCID 8821Ethyl AcrylateHCID 699493-Methyl-2,4-pentanedione

Product 1

HCID 15633252HCID 15633252, compoundYield 59.3%

Reagents, catalysts & solvents 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneCatalystHCID 3283Diethyl EtherSolvent

Procedure

30 g of 3-methyl-2,4-pentandione and 0.4 g of 1,8-diazabicyclo-[5.4.0]-undec-7-ene were mixed and 39.3 g of ethyl acrylate was added dropwise with the temperature being controlled by cooling with ice. Stirring was continued for 16 hours, the base was neutralized, 50 ml of diethyl ether was added, and the mixture was extracted with an aqueous sodium carbonate solution and water. Fractional distillation of the organic layer yielded 33.4 g of 4-acetyl-4-methyl-5-oxo-hexanoic acid ethyl ester (boiling point: 95° C./0.02 mbar; purity: 98%; colorless).

Workup

  1. temperatureby cooling with ice
  2. extractionthe mixture was extracted with an aqueous sodium carbonate solution and water
  3. distillationFractional distillation of the organic layer

Sources & evidence

ORD record
ord-aa5a43d4435a43138b2c93f42f44984f
Source dataset
uspto-grants-2007_01
Patent number
US07166648B2

Reaction notes

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