(7β,8β)-7-bromo-7,8-dihydro-8-[(1E)-2-phenylethenyl]codeinone dimethyl ketal

Base Information

• Chemical Name: (7β,8β)-7-bromo-7,8-dihydro-8-[(1E)-2-phenylethenyl]codeinone dimethyl ketal
• CAS No.: 903893-79-8
• Molecular Formula: C₂₈H₃₂BrNO₄
• Molecular Weight: 526.47
• Mol file: 903893-79-8.mol

Synonyms:(7β,8β)-7-bromo-7,8-dihydro-8-[(1E)-2-phenylethenyl]codeinone dimethyl ketal

Chemical Property of (7β,8β)-7-bromo-7,8-dihydro-8-[(1E)-2-phenylethenyl]codeinone dimethyl ketal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7β,8β)-7-bromo-7,8-dihydro-8-[(1E)-2-phenylethenyl]codeinone dimethyl ketal

There total 5 articles about (7β,8β)-7-bromo-7,8-dihydro-8-[(1E)-2-phenylethenyl]codeinone dimethyl ketal 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:

[(E)-2-bromoethenyl]benzene (588-72-7,1340-14-3) → (7β,8β)-7-bromo-7,8-dihydro-8-[(1E)-2-phenylethenyl]codeinone dimethyl ketal (903893-79-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 70 percent / K₂CO₃ / Pd(OAc)2 / dimethylformamide / 1 h / 55 °C

2.1: 92 percent / H₂SO₄ / methanol / 8 h / Heating

3.1: 72 percent / p-TsOH / CHCl₃ / 0.5 h / Heating

4.1: HBr / CHCl₃; H₂O / 0.08 h / -5 - 0 °C

4.2: 91 percent / N-bromoacetamide / 0.58 h / -5 - 0 °C

With sulfuric acid; hydrogen bromide; potassium carbonate; toluene-4-sulfonic acid; palladium diacetate; In methanol; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200690088

Reference yield:

codeine (76-57-3) → (7β,8β)-7-bromo-7,8-dihydro-8-[(1E)-2-phenylethenyl]codeinone dimethyl ketal (903893-79-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 70 percent / K₂CO₃ / Pd(OAc)2 / dimethylformamide / 1 h / 55 °C

2.1: 92 percent / H₂SO₄ / methanol / 8 h / Heating

3.1: 72 percent / p-TsOH / CHCl₃ / 0.5 h / Heating

4.1: HBr / CHCl₃; H₂O / 0.08 h / -5 - 0 °C

4.2: 91 percent / N-bromoacetamide / 0.58 h / -5 - 0 °C

With sulfuric acid; hydrogen bromide; potassium carbonate; toluene-4-sulfonic acid; palladium diacetate; In methanol; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200690088

Reference yield:

(8β)-7,8-dihydro-8-[(1E)-2-phenylethenyl]codeinone (903893-76-5) → (7β,8β)-7-bromo-7,8-dihydro-8-[(1E)-2-phenylethenyl]codeinone dimethyl ketal (903893-79-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 92 percent / H₂SO₄ / methanol / 8 h / Heating

2.1: 72 percent / p-TsOH / CHCl₃ / 0.5 h / Heating

3.1: HBr / CHCl₃; H₂O / 0.08 h / -5 - 0 °C

3.2: 91 percent / N-bromoacetamide / 0.58 h / -5 - 0 °C

With sulfuric acid; hydrogen bromide; toluene-4-sulfonic acid; In methanol; chloroform; water;

DOI:10.1002/hlca.200690088

upstream raw materials:

(8β)-7,8-dihydro-8-[(1E)-2-phenylethenyl]codeinone

(8β)-7,8-dihydro-8-[(1E)-2-phenylethenyl]codeinone dimethyl ketal

[(E)-2-bromoethenyl]benzene

codeine

Downstream raw materials:

(8β)-8-[(1E)-2-phenylethenyl]codeinone dimethyl ketal

8-[(1E)-2-phenylethenyl]codeine

8-[(1E)-2-phenylethenyl]codeinone