![](/CAS/GIF/473923-96-5.gif)
3-chloro-5-methoxybenzonitrile synthesis
- Product Name:3-chloro-5-methoxybenzonitrile
- CAS Number:473923-96-5
- Molecular formula:C8H6ClNO
- Molecular Weight:167.59
Yield:473923-96-5 90%
Reaction Conditions:
Stage #1: 3,5-dichlorobenzonitrile;sodium methylate in N,N-dimethyl-formamide at 0 - 20;
Stage #2: with hydrogenchloride in water;N,N-dimethyl-formamide at 20;Cooling with ice;
Steps:
3.A
3,5-Dichlorobenzonitrile (52.93 g, 307.7 mmol) was dissolved in anhydrous DMF (300 ml.) and cooled to 0 °C in an ice bath. Sodium methoxide (18.28 g, 338.5 mmol) was added as a solid and the mixture stirred from 0 °C to RT overnight. The reaction mixture was poured onto a slurry of 10% HCI and ice. The resultant solid was filtered off, washed with water, and dried overnight. This material was dissolved in a mixture of EtOAc and DCM, filtered to remove insoluble material, washed with water, dried over magnesium sulfate, filtered and concentrated to afford the title compound (46.48 g, 90%). 1H NMR (400 MHz, CDCI3) δ ppm 7.20 (t, 1 H), 7.10 (t, 1 H), 7.03 (dd, 1 H), 3.82 (s, 3 H).
References:
WO2008/157273,2008,A1 Location in patent:Page/Page column 39
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