3-chloro-5-hydroxy-benzonitrile synthesis
- Product Name:3-chloro-5-hydroxy-benzonitrile
- CAS Number:473923-97-6
- Molecular formula:C7H4ClNO
- Molecular Weight:153.57
473923-96-5
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473923-97-6
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Yield:473923-97-6 94%
Reaction Conditions:
Stage #1:3-chloro-5-methoxybenzonitrile with lithium iodide in 2,4,6-trimethyl-pyridine at 170; for 4 h;
Stage #2: with hydrogenchloride in 2,4,6-trimethyl-pyridine;water at 20;
Steps:
3.2; 3.3
A 250 mL flask was charged with 24b (7.0 g, 41.766 mmol) and 2,4,6-collidine (100 mL). The mixture was heated to 170° C. and Lil (16.76 g, 125.298 mmol) was added and the reaction mixture was heated for 4 h. When 24b was consumed the reaction was cooled to RT and quenched with 10% aqueous HCl. The resulting mixture was extracted with EtOAc and washed with water and brine. The EtOAc extract was dried(Na2SO4) and filtered. The solvent was removed in vacuo to afford a yellow oil which was purified by silica gel chromatography eluting with EtOAc/hexane (10:90) to afford 6.0 g (94%) of 24c.
References:
Roche Palo Alto LLC US2007/88015, 2007, A1 Location in patent:Page/Page column 22
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473923-97-6
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![3-Chloro-5-[(4-Methoxybenzyl)oxy]benzonitrile](/CAS/20150408/GIF/1213790-87-4.gif)
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473923-97-6
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