Sodium ethoxide → 3-Furan-2-yl-2,2-dimethyl-3-oxo-propionic acid ethyl ester

HRID 1160137Notes

Reaction equation

HRID 1160137 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[CH:5]([CH3:13])[C:6]([C:8]1[O:9][CH:10]=[CH:11][CH:12]=1)=[O:7])[CH3:2].[O-][CH2:16]C.[Na+]>C(O)C>[CH2:1]([O:3][C:4](=[O:14])[C:5]([CH3:16])([CH3:13])[C:6]([C:8]1[O:9][CH:10]=[CH:11][CH:12]=1)=[O:7])[CH3:2]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 12143105Ethyl 3-(furan-2-yl)-2-methyl-3-oxopropanoate

Product 1

HCID 595155823-Furan-2-yl-2,2-dimethyl-3-oxo-propionic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-furan-2-yl-2-methyl-3-oxo-propionic acid ethyl ester (49 mg) was added sodium ethoxide (0.22 ml) and 0.5 ml ethanol. A solid precipitates. The solution was stirred at room temperature for 1 h, iodomethane was added and the suspension stirred at room temperature for 3 h. Concentration in vacuo and purification by HPLC gave the expected product.

Workup

  1. customA solid precipitates
  2. additioniodomethane was added
  3. stirringthe suspension stirred at room temperature for 3 h
  4. concentrationConcentration
  5. customin vacuo and purification by HPLC

Sources & evidence

ORD record
ord-784064109788427a89aed41f60ec632b
Source dataset
uspto-grants-2010_10
Patent number
US07816361B2

Reaction notes

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