2-ETHYL-6-METHYLBENZONITRILE synthesis
- Product Name:2-ETHYL-6-METHYLBENZONITRILE
- CAS Number:95881-22-4
- Molecular formula:C10H11N
- Molecular Weight:145.2
95881-22-4
26 suppliers
inquiry
750571-54-1
8 suppliers
inquiry
Yield:750571-54-1 98%
Reaction Conditions:
Stage #1: 2-ethyl-6-methylbenzonitrilewith lithium aluminium tetrahydride in tetrahydrofuran at 20; for 16 h;
Stage #2: with methanol;Rochelle's salt in tetrahydrofuran;diethyl ether;water;
Steps:
13.A Example 13; The preparation of 3-Oxo-3H-benzo[d]isothiazole-2-carboxylic acid 2-ethyl-6-methylbenzylamide; A. The preparation of 2-Ethyl-6-methylbenzylamine
Lithium aluminum hydride (20.5 mL, 1M in THF) was added dropwise to a stirred solution of 2-ethyl-6-methylbenzonitrile (2.38 g, 16.4 mmol) in anhydrous THF (20 mL) at ambient temperature under nitrogen. The resultant suspension was stirred for 16 hr. The reaction mixture was treated dropwise with methanol (5 mL), followed by the addition of saturated aqueous Rochelle's salt (60 mL), ethyl ether (60 mL) and water (20 mL). The two-layered mixture was stirred vigorously under nitrogen for 1 hr. The organic layer was separated, dried over MgSO4 and concentrated to give 3a as an oil (2.40 g, 98 %). 1H-NMR (CDCl3) δ 1.17 (t, J = 7.4 Hz, 3H), 1.90 (br s, 2H), 2.34 (s, 3H), 2.66 (q, J = 7.4 Hz, 2H), 3.82 (s, 2H), 6.95-7.07 (m, 3H); ESIMS m/e 150 (M++1).
References:
WO2004/94394,2004,A1 Location in patent:Page column 37