Diethyl Ether → HCID 68762381, compound

HRID 2403253Notes

Reaction equation

HRID 2403253 reaction equation
C(=O)([O-])[O-:2].[K+].[K+].[CH3:7][O:8][CH:9]([O:12][CH3:13])[CH:10]=O.[CH2:14]([O:16][CH2:17][CH3:18])[CH3:15]>O1CCCC1.O>[CH2:14]([O:16][C:17](=[O:2])[CH:18]=[CH:10][CH:9]([O:8][CH3:7])[O:12][CH3:13])[CH3:15]

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 11430Potassium CarbonateHCID 162650Acetaldehyde, 2,2-dimethoxy-

Product 1

HCID 68762381HCID 68762381, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Add potassium carbonate (16.5 g, 120 mmol) to a solution of dimethoxy acetaldehyde (60% wt. in water) (15 mL, 100 mmol) and triethyl phosphonoacetate (20 mL, 100 mmol) in 210 mL tetrahydrofuran and 30 mL water. Stir the mixture at room temperature for 4 hours. Pour the reaction mixture into diethyl ether (200 mL) and wash with saturated aqueous sodium chloride. Dry the organic phase over sodium sulfate and concentrate under reduced pressure to provide the desired compound as a yellow oil (15.8 g, 90%).

Workup

  1. washwash with saturated aqueous sodium chloride
  2. dry with materialDry the organic phase over sodium sulfate
  3. concentrationconcentrate under reduced pressure

Sources & evidence

ORD record
ord-0e213c91f52e4b6d8ca587bd8b9fb0ec
Source dataset
uspto-grants-2014_08
Patent number
US08802668B2

Reaction notes

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