ChemicalBook CAS DataBase List 4-(2-PYRROLIDIN-1-YL-ETHYL)-ANILINE

4-(2-PYRROLIDIN-1-YL-ETHYL)-ANILINE synthesis

7synthesis methods

Product Name:4-(2-PYRROLIDIN-1-YL-ETHYL)-ANILINE
CAS Number:168897-20-9
Molecular formula:C12H18N2
Molecular Weight:190.28

Pyrrolidine, 1-[2-(4-nitrophenyl)ethyl]-

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Yield:168897-20-9 98%

Reaction Conditions:

with palladium on activated charcoal;hydrogen in methanol; under 2327.23 Torr; for 16 h;

Steps:

134 Step 2: Synthesis of 4-(2-(pyrrolidin-l-yl)ethyl)aniline (115)

A mixture of l -(4-nitrophenethyl)pyrrolidine 114 (1.9 g, 8.64 mmol) and 500 mg of Pd/C was stirred in 100 mL of MeOH under ? at 45 psi for 16 h. This mixture was filtered to afford 115 as a white solid (1.6 g, 98%). ? NMR (400 MHz, CDC1₃) ppm: 7.07 (dd, J= 15.6 Hz, 8.4 Hz, 2H), 6.67 (dd, J= 15.6 Hz, 8.4 Hz, 2H), 3.58 (brs, 2H), 2.77-2.71 (m, 2H), 2.69-2.60 (m, 2H), 2.59-2.56 (m, 4H), 1.867-1.80 (m, 4H).

References:

WO2013/43232,2013,A2 Location in patent:Paragraph 00598