3-Methoxy-5-methylbenzonitrile synthesis
- Product Name:3-Methoxy-5-methylbenzonitrile
- CAS Number:473923-98-7
- Molecular formula:C9H9NO
- Molecular Weight:147.17
Yield:473923-98-7 83%
Reaction Conditions:
tetrakis(triphenylphosphine) palladium(0) in N,N-dimethyl-formamide at 90; for 7 h;
Steps:
In a 100 mL round bottom flask, 1-bromo- 3-methoxy-5-methyl-berιzene (2.17 g, 10.79 mmol), Zn(CN)2 (1.9 g, 16.19 mmol, 1.5 eq.) and Pd(PPro)4 ( 1.24 g, 1.08 mmol, 0.1 eq.) was charged with DMF (20 mL). The reaction mixture was heated at 90 0C under Ar for 7 hours. Ethyl acetate was added, followed by washing with brine. The organic layer was concentrated and purified (silica gel, 0-50% EtOAC/hexane) to give a white solid (1.31 g, 83%). 1H NMR (300 MHz, CDCb): δ 7.05(s, 1 H), 6.97 (s, 2 H), 3.81 (s, 3 H), 2.39 (s, 3 H).
References:
WO2009/5674,2009,A2 Location in patent:Page/Page column 423
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