Ethyl Propionate → HCID 72592737, compound

HRID 1529474Notes

Reaction equation

HRID 1529474 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

Alternatively, 4-Methyl-2-(6-methyl-pyridin-2-yl)-2H-pyrazol-3-ol was also produced as follows: 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-fbea2b86b9154272a3f8be6cd1334321
Source dataset
uspto-grants-2015_07
Patent number
US09090625B2

Reaction notes

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