Ethyl Propionate → HCID 72592737, compound

HRID 1775408Notes

Reaction equation

HRID 1775408 reaction equation
[CH:1]([O:3][CH2:4][CH3:5])=[O:2].[C:6](OCC)(=[O:9])[CH2:7][CH3:8].CC(C)([O-])C.[K+:18]>O1CCCC1>[CH2:4]([O:3][C:1]([C:7]([CH3:8])=[CH:6][O-:9])=[O:2])[CH3:5].[K+:18]

Participants

5

Reactant 3

HCID 7749Ethyl PropionateHCID 8025Ethyl formateHCID 23665647Potassium tert-butoxide

Product 1

HCID 72592737HCID 72592737, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of ethyl formate (117.5 g) and ethyl propionate (54.0 g) in 40 ml of tetrahydrofuran (THF) was added, drop-wise, potassium t-butoxide (502 ml of a 1.0 molar solution in THF) at ambient temperature over approximately 0.5 hour. A white precipitate began to form along with some bubbling. After another 7.5 hours the reaction was filtered, the solid was washed with diethyl ether and then dried under vacuum at 40° C. for 16 hours to give potassium 2-ethoxycarbonyl-propen-1-olate as a grey powder (23.5 g).

Workup

  1. customto form along with some bubbling
  2. filtrationAfter another 7.5 hours the reaction was filtered
  3. washthe solid was washed with diethyl ether
  4. customdried under vacuum at 40° C. for 16 hours

Sources & evidence

ORD record
ord-075463654ce2404687ee1d30d8b08f0e
Source dataset
uspto-grants-2016_02
Patent number
US09260450B2

Reaction notes

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