m-Hydroxycocaine

Base Information

• Chemical Name: m-Hydroxycocaine
• CAS No.: 71387-58-1
• Molecular Formula: C17H21NO5
• Molecular Weight: 319.357
• European Community (EC) Number: 636-114-8
• UNII: DLE3EI4JVT
• Nikkaji Number: J506.574G
• Mol file: 71387-58-1.mol

Synonyms:3'-hydroxybenzoylecgonine methyl ester;3'-hydroxycocaine

Chemical Property of m-Hydroxycocaine

Chemical Property:

• Vapor Pressure: 4.45E-09mmHg at 25°C
• Boiling Point: 459.9°Cat760mmHg
• PKA: 9.09±0.10(Predicted)
• Flash Point: 231.9°C
• PSA: 76.07000
• Density: 1.3g/cm³
• LogP: 1.51120
• Storage Temp.: −20°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 319.14197277
• Heavy Atom Count: 23
• Complexity: 468

Purity/Quality:

98%,99%, ^*data from raw suppliers

m-Hydroxycocaine solution 1.0?mg/mL in acetonitrile, certified reference material, ampule of 1?mL, Cerilliant? ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-43
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C2CCC1C(C(C2)OC(=O)C3=CC(=CC=C3)O)C(=O)OC
• Isomeric SMILES: CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)C3=CC(=CC=C3)O)C(=O)OC

Technology Process of m-Hydroxycocaine

There total 6 articles about m-Hydroxycocaine 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%

3-benzyloxycocaine → 3-hydroxy-cocaine (71387-58-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 1h; under 2585.7 Torr;

DOI:10.1016/00404-0399(50)1178K-

Reference yield:

ecgonine (481-37-8) → 3-hydroxy-cocaine (71387-58-1)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 1) 80 deg C, 1 h; 2) room temperature, overnight

2: 1,2-dichloro-ethane / 1 h / Heating

With thionyl chloride; In 1,2-dichloro-ethane;

DOI:10.1002/jps.2600781208

Reference yield:

3-Carboxyphenol (99-06-9) → 3-hydroxy-cocaine (71387-58-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2-dichloro-ethane / 0.5 h / Heating

2: 1,2-dichloro-ethane / 1 h / Heating

In 1,2-dichloro-ethane;

DOI:10.1002/jps.2600781208

upstream raw materials:

methyl ecgonine

3-Carboxyphenol

ecgonine

Downstream raw materials:

3-hydroxy-benzoylecgonine

Refernces

• 1、 Jindal,Lutz. "Mass spectrometric studies of cocaine disposition in animals and humans using stable isotope-labeled analogues". . p. 1009 - 1014. Retrieved 2007/10/02.