Iodoethane → Ethyl (2E)-3-(3-thienyl)-2-propenoate

HRID 229750Notes

Reaction equation

HRID 229750 reaction equation
C(=O)([O-])[O-].[K+].[K+].I[CH2:8][CH3:9].[S:10]1[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17]([OH:19])=[O:18])=[CH:11]1>CN(C)C=O.C(OCC)(=O)C>[S:10]1[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17]([O:19][CH2:8][CH3:9])=[O:18])=[CH:11]1

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 735793(2E)-3-(3-Thienyl)-2-propenoic acid

Product 1

HCID 10986919Ethyl (2E)-3-(3-thienyl)-2-propenoate

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
20 °C

Procedure

11.5 g of potassium carbonate and 6.8 ml of iodoethane are added to 11 g of (E)-3-(3-thienyl)-2-propenoic acid, obtained in step 4.1, in solution in 50 ml of dimethylformamide, and the mixture is stirred for 48 hours at 20° C. The medium is taken up in ethyl acetate and it is washed with water. The organic phase is dried over anhydrous sodium sulphate and it is concentrated to give 12.5 g of oil.

Workup

  1. washit is washed with water
  2. dry with materialThe organic phase is dried over anhydrous sodium sulphate and it
  3. concentrationis concentrated

Sources & evidence

ORD record
ord-f188bc0048d84992b5b5bedb61a293b0
Source dataset
uspto-grants-2009_07
Patent number
US07563903B2

Reaction notes

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