Benzenamine, 3-ethynyl-N-methyl- (9CI) synthesis
- Product Name:Benzenamine, 3-ethynyl-N-methyl- (9CI)
- CAS Number:132056-23-6
- Molecular formula:C9H9N
- Molecular Weight:131.17
Yield:132056-23-6 55%
Reaction Conditions:
with palladium on activated charcoal;potassium hydroxide for 8 h;Reflux;
Steps:
2.3. Preparation of (3-Ethynyl-phenyl)-methyl-amine (4)
In a round bottom flask (10 ml), 3-ethynylaniline (100 μl,0.88 mmol), palladium on carbon (90 mg, 0.84 mmol),potassium hydroxide (28 mg, 0.5 mmol) and 5 ml of methanolwere stirred at reflux for 8 h. Then, the solvent was evaporatedunder reduced pressure and following this, the product waspurified via crystallization using the methanol:hexane:water(4:1:1) system; yielding 55% of the product; m.p. 218-220 oC;IR (Vmax, cm-1) 3310 and 2120: 1H NMR (300 MHz, CDCl3-d)δH: 2.78 (s, 1H), 2.88 (s, 3H), 4.82 (broad, 1H), 6.56-7.12 (m,4H) ppm. 13C NMR (300 Hz, CDCl3) δC: 30.30, 78.22, 84.02,114.52, 122.12, 122.34, 125.22, 129.70, 151.26 ppm. EI-MSm/z: 131.07. Anal. Calcd. for C9H9N: C, 82.41; H, 6.92; N,10.68. Found: C, 82.38; H, 6.90.
References:
Alejandra, Garcimarero-Espino E.;Lauro, Figueroa-Valverde;Marcela, Rosas-Nexticapa;Maria, Lopez-Ramos;Francisco, Diaz Cedillo;Virginia, Mateu-Armand;Yazmin, Ortiz-Ake [Combinatorial Chemistry and High Throughput Screening,2021,vol. 24,# 2,p. 220 - 232]
54060-30-9
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