Welcome to chemicalbook!
Chinese English Japanese Germany Korea
010-86108875
Try our best to find the right business for you.
Do not miss inquiry messages Please log in to view all inquiry messages.

Welcome back!

ChemicalBook CAS DataBase List 5-Iodo-thiophene-2-carboxylic acid
60166-85-0

5-Iodo-thiophene-2-carboxylic acid synthesis

5synthesis methods
Methyl 5-iodothiophene-2-carboxylate

88105-22-0

5-Iodo-thiophene-2-carboxylic acid

60166-85-0

General procedure for the synthesis of 5-iodothiophene-2-carboxylic acid (P-2) from methyl 5-iodothiophene-2-carboxylate (P-1): to a 17.5 mL aqueous solution of lithium hydroxide (0.45 g, 11.19 mmol) was added a 35 mL tetrahydrofuran solution of compound P-1 (1.0 g, 3.73 mmol). The reaction mixture was stirred at room temperature for 4 h. The pH was subsequently adjusted to 4 with acid and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 0.86 g (91% yield) of the target compound P-2 as a white solid.1H NMR (400 MHz, CD3OD) δ 7.35 (d, J = 3.8 Hz, 1H), 7.43 (d, J = 3.9 Hz, 1H).

-

Yield:60166-85-0 91%

Reaction Conditions:

with lithium hydroxide in tetrahydrofuran;water;

Steps:

1 5-Iodo-thiophene-2-carboxylic acid (P-2).

5-Iodo-thiophene-2-carboxylic acid (P-2). To a solution of lithium hydroxide (0.45 g, 11.19 mmol) in 17.5 mL of water was added compound P-1 (1.0 g, 3.73 mmol) in 35 mL of tetrahydrofuran. The resulting mixture was stirred for 4 hours at room temperature and was then acidified to pH 4 and extracted with ethyl acetate. The organic layer was dried (MgSO4), filtered and evaporated to yield 0.86 g (91% yield) of compound P-2 as a white solid. 1H NMR (400 MHz, CD3OD) d 7.35 (d, J=3.8 Hz, 1H), 7.43 (d, J=3.9 Hz, 1H).

References:

US6274620,2001,B1