Norephedrine

Base Information

• Chemical Name: Norephedrine
• CAS No.: 700-65-2
• Deprecated CAS: 753492-51-2,134-60-1,36393-57-4
• Molecular Formula: C₉H₁₃NO
• Molecular Weight: 151.208
• European Community (EC) Number: 238-900-2,211-850-9,628-077-1
• NSC Number: 9920
• UNII: 7875H6443P
• DSSTox Substance ID: DTXSID4023466,DTXSID301313960
• Nikkaji Number: J81.939E
• Wikipedia: Phenylpropanolamine
• Wikidata: Q413147
• NCI Thesaurus Code: C29364
• Metabolomics Workbench ID: 37947
• ChEMBL ID: CHEMBL2092846

Synonyms:Dexatrim;Hydrochloride, Phenylpropanolamine;Norephedrine;Phenylpropanolamine;Phenylpropanolamine Hydrochloride;Prolamine;Propagest;Triaminic DM

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Chemical Property of Norephedrine

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 110

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C1=CC=CC=C1)O)N
• Isomeric SMILES: C[C@H]([C@H](C1=CC=CC=C1)O)N

Technology Process of Norephedrine

There total 8 articles about Norephedrine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-(Benzhydrylidene-amino)-1-phenyl-propan-1-ol (131472-76-9) → 2-amino-1-phenylpropan-1-ol (492-39-7,492-41-1,700-65-2,14838-15-4,36393-56-3,37577-07-4,37577-28-9,48115-38-4,54680-46-5,58550-13-3,757124-50-8)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/S0040-4039(00)97784-0

Reference yield:

2-nitro-1-phenylpropan-1-ol (26251-08-1,26251-09-2,38316-08-4,38316-09-5,6343-57-3) → rac-Norephedrine hydrochloride (492-39-7,492-41-1,700-65-2,14838-15-4,36393-56-3,37577-07-4,37577-28-9,48115-38-4,54680-46-5,58550-13-3,757124-50-8) + 2-amino-1-phenylpropan-1-ol (492-39-7,492-41-1,700-65-2,14838-15-4,36393-56-3,37577-07-4,37577-28-9,48115-38-4,54680-46-5,58550-13-3,757124-50-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/adsc.201000934

Reference yield:

2-nitro-1-phenylpropan-1-ol (26251-08-1,26251-09-2,38316-08-4,38316-09-5,6343-57-3) → rac-Norephedrine hydrochloride (492-39-7,492-41-1,700-65-2,14838-15-4,36393-56-3,37577-07-4,37577-28-9,48115-38-4,54680-46-5,58550-13-3,757124-50-8) + 2-amino-1-phenylpropan-1-ol (492-39-7,492-41-1,700-65-2,14838-15-4,36393-56-3,37577-07-4,37577-28-9,48115-38-4,54680-46-5,58550-13-3,757124-50-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/adsc.201000934

upstream raw materials:

methyl magnesium iodide

phenyl(trimethylsiloxy)acetonitrile

Ethoxy-1-ethoxy-(phenyl)-acetonitrile

2-nitro-1-phenylpropan-1-ol

Downstream raw materials:

C-((S)-7,7-Dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl)-N-(2-hydroxy-1-methyl-2-phenyl-ethyl)-methanesulfonamide

2-Benzylideneamino-1-phenylpropanol

4-methyl-5-phenyloxazolidine

D(+)-N-(2-Benzoyl-4-chlorophenyl)-2-(1-hydroxy-1-phenyl-2-propylamino)acetamide