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ChemicalBook CAS DataBase List (2E)-3-(1-BENZOTHIEN-3-YL)ACRYLIC ACID
5381-29-3

(2E)-3-(1-BENZOTHIEN-3-YL)ACRYLIC ACID synthesis

7synthesis methods
-

Yield:5381-29-3 91%

Reaction Conditions:

Stage #1: benzothiophene-3-carboxaldehyde;malonic acidwith piperidine;pyridine at 110;
Stage #2: with hydrogenchloride in water; pH=3;

Steps:



A suspension of [1-BENZOTHIOPHENE-3-CARBALDEHYDE] (4.9 g, 0.03 mol), malonic acid (6.6 g, 0.06 mol) and piperidine (1 mL) in 100 mL anhydrous pyridine was heated at [110°C] overnight. The reaction mixture was cooled to room temperature and the solvent was removed in vacuo. The residue was taken up in 100 [ML] of water and 1 N hydrochloric acid was added to adjust the pH of this solution to ca. 3. The suspension was filtered and the yellow solid was collected, washed with water (3 x 50 [RNL)] and concentrated in vacuo to give the indicated product with 95% purity (5.65g, 91%).

References:

WO2003/104236,2003,A1 Location in patent:Page 179