4-benzoyl-1-iodobicyclo[2.2.2]octane 1,2-ethanediyl ketal

Base Information

• Chemical Name: 4-benzoyl-1-iodobicyclo[2.2.2]octane 1,2-ethanediyl ketal
• CAS No.: 313342-05-1
• Molecular Formula: C₁₇H₂₁IO₂
• Molecular Weight: 384.257
• Mol file: 313342-05-1.mol

Synonyms:4-benzoyl-1-iodobicyclo[2.2.2]octane 1,2-ethanediyl ketal

Chemical Property of 4-benzoyl-1-iodobicyclo[2.2.2]octane 1,2-ethanediyl ketal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-benzoyl-1-iodobicyclo[2.2.2]octane 1,2-ethanediyl ketal

There total 7 articles about 4-benzoyl-1-iodobicyclo[2.2.2]octane 1,2-ethanediyl 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: 92.0%

ethylene glycol (107-21-1) + 4-benzoyl-1-iodobicyclo[2.2.2]octane (313342-03-9) → 4-benzoyl-1-iodobicyclo[2.2.2]octane 1,2-ethanediyl ketal (313342-05-1)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 4.5h; Heating;

DOI:10.1021/jo0003145

Reference yield:

4-Iodo-1-bicyclo<2.2.2>octyl Methyl Ether (74467-18-8) → 4-benzoyl-1-iodobicyclo[2.2.2]octane 1,2-ethanediyl ketal (313342-05-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tert-butyllithium / diethyl ether; pentane / 0.75 h / -70 °C

1.2: 59 percent / diethyl ether; pentane / -70 - 20 °C

2.1: 71 percent / HI / H₂O / Heating

3.1: 92 percent / p-toluenesulfonic acid / benzene / 4.5 h / Heating

With hydrogen iodide; tert.-butyl lithium; toluene-4-sulfonic acid; In diethyl ether; water; pentane; benzene; 1.1: Metallation / 1.2: Acylation / 2.1: Substitution / 3.1: cyclocondensation;

DOI:10.1021/jo0003145

Reference yield:

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) → 4-benzoyl-1-iodobicyclo[2.2.2]octane 1,2-ethanediyl ketal (313342-05-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tert-butyllithium / diethyl ether; pentane / 0.75 h / -70 °C

1.2: 59 percent / diethyl ether; pentane / -70 - 20 °C

2.1: 71 percent / HI / H₂O / Heating

3.1: 92 percent / p-toluenesulfonic acid / benzene / 4.5 h / Heating

With hydrogen iodide; tert.-butyl lithium; toluene-4-sulfonic acid; In diethyl ether; water; pentane; benzene; 1.1: Metallation / 1.2: Acylation / 2.1: Substitution / 3.1: cyclocondensation;

DOI:10.1021/jo0003145

upstream raw materials:

ethylene glycol

4-benzoyl-1-iodobicyclo[2.2.2]octane

benzoic acid methyl ester

4-Iodo-1-bicyclo<2.2.2>octyl Methyl Ether

Downstream raw materials:

1-(4-benzoylbicyclo[2.2.2]octyl)-4-(4-(α-naphthyl)bicyclo[2.2.2]octyl)benzene 1,2-ethanediyl ketal