Water → HCID 10868162, compound

HRID 986235Notes

Reaction equation

HRID 986235 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.[H-].[Na+].[CH2:17](Br)[CH:18]=[CH2:19].O>CN(C)C=O.C(O)(=O)C>[CH2:19]([CH:9]([C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:18]=[CH2:17]

Participants

7

Reactant 4

HCID 962WaterHCID 7170Ethyl benzoylacetateHCID 7841Allyl bromideHCID 24758Sodium hydride

Product 1

HCID 10868162HCID 10868162, compoundYield 84.1%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6228DimethylformamideSolvent

Procedure

Ethyl benzoylacetate (6 grams) is dissolved in 40 ml of dimethyl formamide and 1.5 grams of sodium hydride is added thereto with ice cooling and stirring. Ten minutes thereafter, 4 grams of allyl bromide is added thereto, the mixture is stirred at room temperature for one hour, and poured into water. The mixture is neutralized with acetic acid, and extracted with ether. The ether extract is washed with water, dried with anhydrous magnesium sulfate, and ether is evaporated therefrom to give 6.1 grams of colorless oily product.

Workup

  1. stirringthe mixture is stirred at room temperature for one hour
  2. extractionextracted with ether
  3. extractionThe ether extract
  4. washis washed with water
  5. dry with materialdried with anhydrous magnesium sulfate, and ether
  6. customis evaporated

Sources & evidence

ORD record
ord-9b039500b66c40abb63c18f56fe86694
Source dataset
uspto-grants-1987_12
Patent number
US04711898

Reaction notes

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