Potassium Hydroxide → HCID 12202406, compound

HRID 1076598Notes

Reaction equation

HRID 1076598 reaction equation
[CH3:1][N:2](C(=O)C)[C:3]1[S:4][CH:5]=[CH:6][C:7]=1[C:8](=[O:11])[CH2:9][CH3:10].[OH-].[K+]>C(O)C.O>[CH3:1][NH:2][C:3]1[S:4][CH:5]=[CH:6][C:7]=1[C:8](=[O:11])[CH2:9][CH3:10]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 12202405N-methyl-2-acetylamino-3-propionylthiophene

Product 1

HCID 12202406HCID 12202406, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
95 °C

Procedure

To a solution of 1.255 g of N-methyl-2-acetylamino-3-propionylthiophene in 25 ml of ethanol, is added 0.45 g of potassium hydroxide in 10 ml of water. The mixture is heated at 95°C for 1 hour, evaporated under reduced pressure to a residue. Water is added to the residue and extracted with dichloromethane. The dichloromethane extracts are washed with water, dried over sodium sulfate, then evaporated under reduced pressure to give an oil. The residual oil is chromatographed on silica gel, using chloroform as an eluent to give 2-methylamino-3-propionylthiophene as an oil.

Workup

  1. customevaporated under reduced pressure to a residue
  2. additionWater is added to the residue
  3. extractionextracted with dichloromethane
  4. washThe dichloromethane extracts are washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated under reduced pressure
  7. customto give an oil
  8. customThe residual oil is chromatographed on silica gel

Sources & evidence

ORD record
ord-5d9207465bd94e2cbeaa95b9301c8777
Source dataset
uspto-grants-1976_05
Patent number
US03957783

Reaction notes

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