Water → 2,2-diethoxyethyl Benzoate

HRID 13681

Reaction equation

HRID 13681 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-ab04dd03fbe84d7fa44f135c7f0202f5
Source dataset
uspto-grants-2010_06
Patent number
US07728152B2

Linked notes

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