Potassium Hydroxide → HCID 86627036, compound

HRID 2097482Notes

Reaction equation

HRID 2097482 reaction equation
[CH2:1]([O:3][CH:4]([O:17][CH2:18][CH3:19])[CH2:5][CH:6]([C:12]([O:14]CC)=[O:13])[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:2].[OH-].[K+:21]>C(O)C>[CH2:18]([O:17][CH:4]([O:3][CH2:1][CH3:2])[CH2:5][CH:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:12]([O-:14])=[O:13])[CH3:19].[K+:21]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 298328Diethyl (2,2-diethoxyethyl)propanedioate

Product 1

HCID 86627036HCID 86627036, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 15 L of dehydrated ethanol solution containing 2.48 Kg (purity: 95.1%., 8.54 mol) of diethyl 2-(2,2-diethoxyethyl)malonate was added 564 g (purity: 85%, 8.54 mol) of potassium hydroxide under argon gas atmosphere, and the mixture was stirred at room temperature for 4 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, 2 L of toluene was added to the obtained concentrate and the mixture was concentrated under reduced pressure. This operation of azeotropic dehydration with toluene was repeated three times to obtain 2.45 Kg of the title compound as a yellowish high-viscous oil substantially quantitatively.

Workup

  1. customAfter completion of the reaction
  2. concentrationthe reaction mixture was concentrated under reduced pressure, 2 L of toluene
  3. additionwas added to the obtained
  4. concentrationconcentrate
  5. concentrationthe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-036923b1d61a43e19986fa72c4f76be6
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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