Ethylene Glycol → HCID 10777744, compound

HRID 842822Notes

Reaction equation

HRID 842822 reaction equation
[C:1]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)CO.[C:19]1(C)[CH:24]=[CH:23]C=[CH:21][CH:20]=1>>[O:8]=[C:1]([CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1)[CH2:9][C:10]([O:12][CH2:13][C:14]1[CH:23]=[CH:24][CH:19]=[CH:20][CH:21]=1)=[O:11]

Participants

4

Reactant 3

HCID 174Ethylene GlycolHCID 1140TolueneHCID 7170Ethyl benzoylacetate

Product 1

HCID 10777744HCID 10777744, compoundYield 45%

Procedure

To prepare compound 79u, a transesterification reaction shown schematically in FIG. 10 was used. Ethyl benzoylacetate (1.92 g, 10 mmol) and ethylene glycol (0.621 g, 10 mmol) in toluene (10 mL) were heated with stirring for 24 h. The solvent was removed, and the residue was chromatographed (silica 60, petroleum ether-ethyl acetate (3:1)) to give 0.946 g of the desired product, yield: 45%. The 1HNMR data are set forth below.

Workup

  1. customa transesterification reaction
  2. customThe solvent was removed
  3. customthe residue was chromatographed (silica 60, petroleum ether-ethyl acetate (3:1))

Sources & evidence

ORD record
ord-0de8aea434e14804afd20ef073e7c9a0
Source dataset
uspto-grants-2002_04
Patent number
US06376521B1

Reaction notes

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