3198-15-0

Basic information

• Product Name: 1R,2S-(-)-Norephedrine hydrochloride
• Synonyms: [r-(r*,s*)]-alpha-(1-aminoethyl)benzyl alcohol hydrochloride;(1R,2S)-(-)-NOREPHEDRINE HYDROCHLORIDE;alpha-(1-aminoethyl)-,hydrochloride,(r-(r*,r*))-benzenemethano;alpha-(1-aminoethyl)-,hydrochloride,[theta-(theta,s)]-benzenemethano;l-NOREPHEDRINE HCl;Ephedrine hydrochloride CP,EP,USP ,JP;(IR,2S)-I-Norephedrine HCI;L-PHENYLPROPANOLAMINEHCL
• CAS NO: 3198-15-0
• Molecular Formula: C₉H₁₄NO*Cl
• Molecular Weight: 187.67
• EINECS: 221-702-5
• Mol File: 3198-15-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 194-197°C
• Boiling Point: 288.1 °C at 760 mmHg
• Flash Point: 128.1 °C
• Appearance: /
• Density: 1.071g/cm³
• Vapor Pressure: 0.0011mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: 1R,2S-(-)-Norephedrine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1R,2S-(-)-Norephedrine hydrochloride(3198-15-0)
• EPA Substance Registry System: 1R,2S-(-)-Norephedrine hydrochloride(3198-15-0)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R22:Harmful if swallowed.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S28A:After contact wit
• Hazardous Substances Data: 3198-15-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3

Upstream product

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Relevant articles and documents

Ueber die Enantiomerentrennung durch Vertilung zwischen fluessigen Phasen

Separation of Enantiomers by Partition between Liquid Phases; Salts of enantiomeric α-aminoalcohols, such as norephedrin, with lipophilic anions, such as hexafluorophosphate ion, can be separated by partition between aqueous and lipophilic phase containing esters of tartaric acid.

NOVEL PROCESS FOR THE PREPARATION OF R-PHENYLACETYLCARBINOL AND β-AMINOALCOHOLS

Disclosed herein is a process for the manufacture of (R)-phenylacetylcarbinol ((R)-PAC), (1R,2S). Ephedrine and its salts, (1R,2S)-norephedrine and its salts and 1-(Phenyl/Substituted phenyl)-2-(amino/alkylamino/dialklyamino) propan-1-ol and its salts, by enzymatic reduction of α-isonitrosopropiophenone (INP) and substituted α-isonitrosopropiophenone (substituted INP). The β-amino alcohols, produced by the process of present invention gives their corresponding diastereomers on Walden inversion. The present preparation process of (R)-PAC with (R)-PAC oxime as an intermediate has the advantage, that propiophenone as a key raw material which is easily available and has a low-price, operationally simple with high yield and a single process leading to the synthesis of several 1,2-aminoalcohol/ β- aminoalcohols active pharmaceutical ingredients. The design approach of the process is to reduce environmental impact of the product by comparing to the present manufacturing process.

A NOVEL METHOD FOR SYNTHESIS OF OPTICALLY PURE BETA-AMINO ALCOHOLS

A method for the preparation of β-amino alcohol of formula (III) in which R1 is Ph, (substituted) Ph, R2 is C1-8 alkyl or C4-6 cyclo alkyl, R3 = R4R5CHNH2 where, R4 = H, C1-8 alkyl, C4-6 cyclo alkyl, or - COOR6 (R6=C1-C8 alkyl); R5 = (subst) aryl], the method including subjecting an α-hydroxy ketone of formula (I) in which R1 and R2 are as defined above is reacted with a chiral amine of formula R3NH2 where R3 = R4R5CH- where, R4 = H, C1-8 alkyl, C4-6 cycloalkyl, or - COOR6 (R6=C1-8 alkyl), R5 = (subst) aryl] to produce a compound of formula (II) in which R1, R2 and R3 are as defined above, followed by reduction to form the compound of formula (III).

CATALYTIC HYDROGENATION PROCESS AND NOVEL CATALYST FOR IT

The present invention provides a novel hydrogenation catalyst, process of preparing the catalyst and process for the preparation of optically active L-norephedrine, [(1R,2S)-2-amino-1-phenyl-1-propanol] by a catalytic hydrogenation process, said catalyst comprising of finely divided nickel metal containing a metal from group III A of the periodic table as an activator and a metal from group VI B or VIII as promoter,