2,5-DIMETHYL-1-PHENYL-1H-PYRROLE-3-CARBOXYLIC ACID synthesis

8synthesis methods

Product Name:2,5-DIMETHYL-1-PHENYL-1H-PYRROLE-3-CARBOXYLIC ACID
CAS Number:3807-56-5
Molecular formula:C13H13NO2
Molecular Weight:215.25

76546-68-4 Synthesis

ETHYL 2,5-DIMETHYL-1-PHENYL-1H-PYRROLE-3-CARBOXYLATE

76546-68-4
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$708.48/1G

2,5-DIMETHYL-1-PHENYL-1H-PYRROLE-3-CARBOXYLIC ACID

3807-56-5
31 suppliers
$60.00/50mg

Yield:3807-56-5 95%

Reaction Conditions:

with sodium hydroxide in ethanol;water;Reflux;

Steps:

General procedure for the synthesis of 2,5-Dialkyl-1-phenyl-1Hpyrrole-3-carboxylic acid (16a,b)

General procedure: The appropriate ethyl ester (5.8mmol) was refluxed for 3-4h in a mixture of aqueous 10% sodium hydroxide (20mL) and ethanol (20mL). After cooling, the solution was adjusted to pH 3 with aqueous 10% hydrochloric acid. The resulting precipitate was collected by filtration, washed with H₂O, dried under vacuum and used without further purification. 2,5-Dimethyl-1-phenyl-1H-pyrrole-3-carboxylic acid (16a)
[36]
White powder, 95%; m.p.: 216-218 °C; ¹H NMR (300 MHz) δ 7.56-7.44 (m, 3H), 7.23-7.18 (m, 2H), 6.44 (d, J = 0.9 Hz, 1H), 2.32 (s, 3H), 1.99 (d, J = 0.9 Hz, 3H); MS (HR-ESI) m/z calcd for C₁₃H₁₂NO₂ (M-H)^-: 214.0874, found: 214.0866.

References:

Osman, Noha A.;Ligresti, Alessia;Klein, Christian D.;Allarà, Marco;Rabbito, Alessandro;Di Marzo, Vincenzo;Abouzid, Khaled A.;Abadi, Ashraf H. [European Journal of Medicinal Chemistry,2016,vol. 122,p. 619 - 634]

83-24-9 Synthesis