3-Chloro-4-isopropoxy-benzoic acid

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3-Chloro-4-isopropoxy-benzoic acid Basic information
Product Name:3-Chloro-4-isopropoxy-benzoic acid
Synonyms:3-chloro-4-propan-2-yloxybenzoic Acid;Benzoic acid, 3-chloro-4-(1-methylethoxy)-;3-Chloro-4-(1-methylethoxy)benzoic acid;Ozanimod Impurity 51;3-Chloro-4-isopropoxy-benzoic acid
CAS:213598-07-3
MF:C10H11ClO3
MW:214.65
EINECS:
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Mol File:213598-07-3.mol
3-Chloro-4-isopropoxy-benzoic acid Structure
3-Chloro-4-isopropoxy-benzoic acid Chemical Properties
storage temp. Sealed in dry,Room Temperature
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
3-Chloro-4-isopropoxy-benzoic acid Usage And Synthesis
Synthesis
Benzonitrile, 3-chloro-4-(1-methylethoxy)-

916596-04-8

3-CHLORO-4-ISOPROPOXY-BENZOIC ACID

213598-07-3

Step 2: Synthesis of 3-chloro-4-isopropoxybenzoic acid (34). To a stirred solution of 3-chloro-4-isopropoxybenzonitrile (33, 57 g, 291 mmol) in ethanol (EtOH, 120 mL) was added an aqueous 12% potassium hydroxide (KOH) solution (300 mL), and the reaction mixture was heated to 100 °C and kept for 3 h. The reaction was carried out with the addition of aqueous potassium hydroxide (KOH). Upon completion of the reaction, the mixture was cooled to room temperature and acidified with hydrochloric acid (HCl) to pH 5. A yellow solid precipitated during the acidification process, which was collected by filtration, washed with water and dried. The resulting solid was mixed with hexane, stirred for 5 minutes and decanted to remove the hexane. The process was repeated once, and the solid was resuspended in hexane, filtered, and washed with hexane to give 3-chloro-4-isopropoxybenzoic acid (34) as a white solid (45 g, 72% yield).

References[1] Patent: WO2017/4609, 2017, A1. Location in patent: Paragraph 0277
[2] Patent: WO2017/4608, 2017, A1. Location in patent: Paragraph 0153
3-Chloro-4-isopropoxy-benzoic acid Preparation Products And Raw materials
Raw materialsBenzonitrile, 3-chloro-4-(1-methylethoxy)--->4-Isopropoxybenzoic acid-->Water-->Potassium hydroxide-->Ethanol
Preparation Products5-{3-chloro-4-[(1-Methylethyl)oxy]phenyl}-1,3,4-thiadiazol-2-aMine
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