Water → 2,2-diethoxyethyl Benzoate

HRID 640748Notes

Reaction equation

HRID 640748 reaction equation
[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH2:5]Cl)[CH3:2].[C:10]([O-:18])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[K+].CN(C=O)C.O>C(OCC)(=O)C>[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH2:5][O:18][C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 121282-Chloro-1,1-diethoxyethaneHCID 23661960Potassium Benzoate

Product 1

HCID 118172582,2-diethoxyethyl BenzoateYield 30%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Chloroacetaldehyde diethyl acetal (1.9 g), potassium benzoate (2.0 g) and DMF (20 mL) were placed in a three-neck flask, followed by refluxing. Twenty hours later, the reaction mixture was cooled to room temperature, and water (60 mL) and ethyl acetate (80 mL) were added thereto, followed by stirring. After filtration and separation, the organic layer was concentrated and thereby yielded the target compound (0.69 g) in a yield of 30%.

Workup

  1. temperatureby refluxing
  2. filtrationAfter filtration and separation
  3. concentrationthe organic layer was concentrated

Sources & evidence

ORD record
ord-58f60fcfdcf64a4c9ba4ff7d7240f014
Source dataset
uspto-grants-2010_04
Patent number
US07692033B2

Reaction notes

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