ChemicalBook CAS DataBase List Benzonitrile, 2-chloro-3-hydroxy-

Benzonitrile, 2-chloro-3-hydroxy- synthesis

5synthesis methods

Product Name:Benzonitrile, 2-chloro-3-hydroxy-
CAS Number:51786-11-9
Molecular formula:C7H4ClNO
Molecular Weight:153.57

56962-10-8
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Yield:51786-11-9 100%

Reaction Conditions:

with hydroxylamine hydrochloride;acetic acid for 2 h;Heating / reflux;

Steps:

72

Preparation 72: 2-Chloro-3-hydroxybenzonitrile A mixture of 2-chloro-3-hydroxybenzaldehyde [(2 g, 12.8 mmol) WO 2005007633, p34] and hydroxylammonium chloride (1.33 g, 19.6 mmol) in acetic acid (20 mL) was heated under reflux for 2 hours. The reaction mixture was then cooled to room temperature and partitioned between diethyl ether and water. The organic layer was separated, washed with brine, dried over magnesium sulfate and concentrated in vacuo to give a white solid. The solid was then dissolved in ethyl acetate washed with water and brine, dried over magnesium sulfate and concentrated in vacuo to afford the title compound as a solid in quantitative yield. ¹H NMR(400 MHz, CD₃OD) δ: 7.18(d, 1H), 7.26(m, 2H)

References:

US2006/160786,2006,A1 Location in patent:Page/Page column 36