8β-phenyldihydrocodeinone

Base Information

• Chemical Name: 8β-phenyldihydrocodeinone
• CAS No.: 72707-00-7
• Molecular Formula: C₂₄H₂₅NO₃
• Molecular Weight: 375.467
• Mol file: 72707-00-7.mol

Synonyms:8β-phenyldihydrocodeinone

Chemical Property of 8β-phenyldihydrocodeinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 8β-phenyldihydrocodeinone

There total 3 articles about 8β-phenyldihydrocodeinone 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: 75.0%

iodobenzene (591-50-4) + codeine (76-57-3) → 8β-phenyldihydrocodeinone (72707-00-7)

Guidance literature:

With palladium diacetate; triethylamine; In acetonitrile; at 80 ℃; for 3h; further reagent PdCl₂, NaHCO₃, further solvent DMF;

Reference yield:

thebaine (115-37-7) → 8β-phenyldihydrocodeinone (72707-00-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / HBr / CH₂Cl₂ / 0.58 h / 15 °C

2: 1.) CuI / 1.) Et₂O, -78 deg C, 2.) Et₂O, benzene, -40

With copper(l) iodide; hydrogen bromide; In dichloromethane;

DOI:10.1021/jm00176a016

Reference yield:

phenyllithium (591-51-5) + codeinone (467-13-0) → 8β-phenyldihydrocodeinone (72707-00-7)

Guidance literature:

With copper(l) iodide; Yield given. Multistep reaction; 1.) Et₂O, -78 deg C, 2.) Et₂O, benzene, -40;

DOI:10.1021/jm00176a016

upstream raw materials:

phenyllithium

codeinone

iodobenzene

codeine

Downstream raw materials:

8-β-phenyldihydromorphinone

Refernces

• 1、 Kalinin, V. N.,Kazantseva, S. A.,Petrovskii, P. V.,Kobel'kova, N. I.,Polyakov, A. V.,et al.. "SYNTHESIS OF 8-ARYLDIHYDROCODEINONES AND -MORPHINONES CATALYZED BY PALLADIUM COMPLEXES". . p. 11 - 14. Retrieved 2007/10/02.