Water → HCID 68762381, compound

HRID 557221Notes

Reaction equation

HRID 557221 reaction equation
[CH3:1][O:2][CH:3]([O:6][CH3:7])[CH:4]=O.O.C(=O)([O-])[O-].[K+].[K+].[C:15]([O:18][CH2:19][CH3:20])(=[O:17])[CH3:16]>O1CCCC1>[CH3:7][O:6][CH:3]([O:2][CH3:1])[CH:4]=[CH:16][C:15]([O:18][CH2:19][CH3:20])=[O:17]

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 162650Acetaldehyde, 2,2-dimethoxy-

Product 1

HCID 68762381HCID 68762381, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve dimethoxyacetaldehyde (97 g, 0.635 mol, 60% in water) and triethylphosphonoacetate (142 g, 0.633 mmol) in 7:1 tetrahydrofuran:water. Add potassium carbonate (100 g, 0.723 mole) and stir for 4 hours at room temperature. Pour the reaction into ethyl acetate (500 ml) and wash with saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride. Concentrate under reduced pressure to provide the desired compound as a clear oil.

Workup

  1. additionPour
  2. washwash with saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride
  3. concentrationConcentrate under reduced pressure

Sources & evidence

ORD record
ord-438dbeece1da42c3a48cf9e901be5ce7
Source dataset
uspto-grants-2011_11
Patent number
US08058425B2

Reaction notes

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