Diethyl Ether → HCID 68762381, compound

HRID 2167046Notes

Reaction equation

HRID 2167046 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-208e650200e047b4b1e961b270070a5b
Source dataset
uspto-grants-2015_06
Patent number
US09044487B2

Reaction notes

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