Iodoethane → HCID 84819476, compound

HRID 920905Notes

Reaction equation

HRID 920905 reaction equation
[Br:1][C:2]1[C:3]([C:9]([OH:11])=[O:10])=[C:4]([CH:7]=[O:8])[S:5][CH:6]=1.C([O-])([O-])=O.[K+].[K+].I[CH2:19][CH3:20]>CN(C=O)C>[CH2:19]([O:10][C:9]([C:3]1[C:2]([Br:1])=[CH:6][S:5][C:4]=1[CH:7]=[O:8])=[O:11])[CH3:20]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 84819473HCID 84819473, compound

Product 1

HCID 84819476HCID 84819476, compoundYield 63.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

4-Bromo-2-formyl-thiophene-3-carboxylic acid (0.16 g, 0.68 mmol), K2CO3 (0.188 g, 1.36 mmol), and 4 mL of anhydrous DMF were stirred at room temperature for 10 min, then iodoethane was added (0.128 g, 0.8 mmol) dropwise. The reaction solution was stirred at 50° C. for 3 h. The reaction mixture was cooled, extracted with EA (3×50 mL), concentrated and the residue was purified by TLC (PE/EA=8/1) to give 0.4 g of the title compound (yield: 63.5%).

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with EA (3×50 mL)
  3. concentrationconcentrated
  4. customthe residue was purified by TLC (PE/EA=8/1)

Sources & evidence

ORD record
ord-cdbc8fda5a8047788eecd2666af53d98
Source dataset
uspto-grants-2016_03
Patent number
US09273068B2

Reaction notes

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