5-ETHYL-THIOPHENE-2-CARBOXYLIC ACID synthesis
- Product Name:5-ETHYL-THIOPHENE-2-CARBOXYLIC ACID
- CAS Number:23229-72-3
- Molecular formula:C7H8O2S
- Molecular Weight:156.2
872-55-9
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$22.00/5g
23229-72-3
79 suppliers
$45.00/50mg
Yield: 99%
Reaction Conditions:
with n-butyllithium in tetrahydrofuran;hexane
Steps:
3.a 3a.
3a. 5-Ethyl-2-thiophenecarboxylic acid To a solution of 20 g (0.18 mol) of 2-ethylthiophene (Aldrich Chemical Co.) in 150 mL of THF cooled to 0° C. was added 73 mL (0.18 mol) of 2.5M (in hexane) n-butyl lithium, and the solution was stirred at 0° C. for 40 min, then cooled to -15° C., and gaseous CO2 was bubbled into the mixture. After 40 min, the solution was poured into water and adjusted to pH 14 by addition of 20% NaOH. The solution was washed with ether, which was discarded, and the aqueous layer was adjusted to pH 1 with 6N HCl. This solution was extracted 3* with ethyl acetate, and the extract was dried over MgSO4 and concentrated to give 28.3 g (99% yield) of the title product. MS 174 (M+H)+. NMR (CDCl3) δ:7.73 (d, 1H, J=3 Hz), 6.84 (d, 1H, J=3 Hz), 2.90 (q, 2H, J=7 Hz), 1.35 (d, 3H, J=7 Hz).
References:
Abbott Laboratories US5597832, 1997, A
527-72-0
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75-03-6
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$11.00/5g
23229-72-3
79 suppliers
$45.00/50mg
75-03-6
362 suppliers
$11.00/5g
23229-72-3
79 suppliers
$45.00/50mg
527-72-0
501 suppliers
$5.00/10g
23229-72-3
79 suppliers
$45.00/50mg
4066-41-5
228 suppliers
$6.00/1g
23229-72-3
79 suppliers
$45.00/50mg