89617-86-7

Basic information

• Product Name: (S)-5-Chloro-6-Methoxy-α-Methyl-2-naphthaleneacetic Acid
• Synonyms: (αS)-5-Chloro-6-Methoxy-α-Methyl-2-naphthaleneacetic Acid;(S)-5-Chloro Naproxen;(S)-5-Chloro-6-Methoxy-α-Methyl-2-naphthaleneacetic Acid
• CAS NO: 89617-86-7
• Molecular Formula: C₁₄H₁₃ClO₃
• Molecular Weight: 264.70422
• EINECS: 604-604-1
• Product Categories: Aromatics;Chiral Reagents;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 89617-86-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 158 °C
• Boiling Point: 431.1±30.0 °C(Predicted)
• Appearance: /
• Density: 1.296±0.06 g/cm3(Predicted)
• PKA: 4.73±0.30(Predicted)
• CAS DataBase Reference: (S)-5-Chloro-6-Methoxy-α-Methyl-2-naphthaleneacetic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-5-Chloro-6-Methoxy-α-Methyl-2-naphthaleneacetic Acid(89617-86-7)
• EPA Substance Registry System: (S)-5-Chloro-6-Methoxy-α-Methyl-2-naphthaleneacetic Acid(89617-86-7)

Safety Data

• Hazardous Substances Data: 89617-86-7(Hazardous Substances Data)

Usage

Uses

(S)-5-Chloro Naproxen is an impurity of (S)-Naproxen (N377520).

Upstream product

• 103477-02-7 5-chloro-6-methoxy-α-methyl-2-naphthaleneacetic acid methyl ester 
• 93-04-9 2-Methoxynaphthalene 
• 22204-53-1 (2S)-2-(6-methoxy(2-naphthyl))propanoic acid 
• 38046-82-1 6-methoxynaphthalen-2-ylmagnesium bromide 
• 26159-35-3 (S)-naproxen methyl ester 
• 102770-50-3 (S)-2-chloro-1-(5'-chloro-6'-methoxy-2'-naphthyl)propan-1-one 
• 102849-61-6 (S)-2-chloro-1-(6'-methoxy-2'-naphthyl)propan-1-one 
• 13101-92-3 1-chloro-2-methoxynaphthalene 

Downstream Products

• 1114822-27-3 (S)-2-(1-chloro-2-methoxynaphthalen-6-yl)-1-[(R)-2-phenylindolin-1-yl]propan-1-one 
• 22204-53-1 (2S)-2-(6-methoxy(2-naphthyl))propanoic acid 

Relevant articles and documents

Efficient halogenation synthesis method of aryl halide

The invention discloses an efficient halogenation synthesis method of aryl halide. The method comprises the following step: in the presence of a catalyst (sulfoxide or oxynitride), a halogenation reagent and a solvent, carrying out a halogenation reaction on an aromatic ring compound to obtain the aryl halide. According to the present invention, in the presence of a catalyst (sulfoxide or nitrogenoxide), a halogenation reagent and a solvent, the aromatic ring is subjected to an efficient halogenation reaction, such that the very useful aryl halide can be obtained with high activity and high selectivity; and by adopting the method disclosed by the invention, aryl halides can be efficiently synthesized, and the method has a wide application prospect in actual production.

Asymmetric synthesis of iridoid derivatives using resolved 2-phenylindoline as a chiral auxiliary

An asymmetric synthetic route to cis,cis-nepetalactol (component of the sex pheromone for the hop aphid, Phorodon humuli) is presented. 2-Phenylindoline was resolved to provide a chiral auxiliary for the cycloaddition of oxocitral. The resolution was made by chromatographic separation of the diastereomers of the urea derivative made from 2-phenylindoline and with (R)-(+)-α- methylbenzyl isocyanate, followed by reductive cleavage of the isolated diasteromers using diborane. The cycloaddition of oxocitral using (S)-2-phenylindoline yielded an enantiopure product after chromatography. Hydrolysis of the cycloaddition adduct yielded gastrolactol (3). As gastrolactol is a versatile synthon for the synthesis of iridoids, the overall procedure provides a general asymmetric route to elaborated iridoids. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.

Zinc Salt Catalyzed Rearrangement of Acetals of Optically Active Aryl 1-Chloroethyl Ketones: Synthesis of Optically Active 2-Arylpropionic Acids and Esters

The preparation of (S)-2-(4'-isobutylphenyl)propionic acid ((S)-Ibuprofen) (82percent optical purity) and (S)-2-(6'-methoxy-2'-naphthyl)propionic acid (Naproxen) (96percent optical purity) has been accomplished by starting from optically pure (S)-2-chloropropionyl chloride.The investigation for finding the best experimental conditions and minimizing racemization phenomena is presented.