Potassium Hydroxide → HCID 86639224, compound

HRID 1511615Notes

Reaction equation

HRID 1511615 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]([CH:15]=[O:16])[CH2:8][CH2:9][C:10]([O:12]CC)=[O:11].[OH-].[K+]>C(O)C>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][N:7]([CH:15]=[O:16])[CH2:8][CH2:9][C:10]([OH:12])=[O:11]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86639223HCID 86639223, compound

Product 1

HCID 86639224HCID 86639224, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 3-[(thiophen-2-ylmethyl) (formyl)amino]-propionate (15.6 g) prepared in the step 2 was added to a solution of 5.4 g of potassium hydroxide in 100 mL of ethanol and stirred at room temperature for 2 hours. The solvent was evaporated from the reaction solution in vacuo, 50 mL of water was added to the residue and the mixture was subjected to extraction with diethyl ether. The resulting aqueous solution was slowly neutralized with a 1N aqueous solution of hydrochloric acid with stirring to adjust to pH 3 followed by extracting with diethyl ether. The organic layer was separated, washed with water and a saturated solution of sodium chloride successively and dried over anhydrous magnesium sulfate and the solvent was evaporated therefrom in vacuo to give 13.8 g of the objective compound as light yellow liquid.

Workup

  1. customThe solvent was evaporated from the reaction solution in vacuo, 50 mL of water
  2. additionwas added to the residue
  3. extractionthe mixture was subjected to extraction with diethyl ether
  4. stirringwith stirring
  5. extractionby extracting with diethyl ether
  6. customThe organic layer was separated
  7. washwashed with water
  8. dry with materiala saturated solution of sodium chloride successively and dried over anhydrous magnesium sulfate
  9. customthe solvent was evaporated

Sources & evidence

ORD record
ord-b931a19df6474b24afef1e2eb6b73e3e
Source dataset
uspto-grants-2012_07
Patent number
US08217031B2

Reaction notes

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