4-(1,1'-Bibicyclo<2.2.2>octyl)yl Phenyl Ketone

Base Information

• Chemical Name: 4-(1,1'-Bibicyclo<2.2.2>octyl)yl Phenyl Ketone
• CAS No.: 74467-52-0
• Molecular Formula: C₂₃H₃₀O
• Molecular Weight: 322.491

Synonyms:

Chemical Property of 4-(1,1'-Bibicyclo<2.2.2>octyl)yl Phenyl Ketone

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 4-(1,1'-Bibicyclo<2.2.2>octyl)yl Phenyl Ketone

There total 9 articles about 4-(1,1'-Bibicyclo<2.2.2>octyl)yl Phenyl Ketone 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: 49.0%

1,1'-Bibicyclo<2.2.2>octyl-4-carboxylic Acid (74467-50-8) + phenyllithium (591-51-5) → 4-(1,1'-Bibicyclo<2.2.2>octyl)yl Phenyl Ketone (74467-52-0) + 4-(1,1'-Bibicyclo<2.2.2>octyl)yl diphenylcarbinol (74467-53-1)

Guidance literature:

In tetrahydrofuran; diethyl ether; for 1h; Heating;

DOI:10.1021/jo01308a001

Reference yield:

1,4-diiodobicyclo<2.2.2>octane (10364-05-3) → 4-(1,1'-Bibicyclo<2.2.2>octyl)yl Phenyl Ketone (74467-52-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 51 percent / Silver fluoroborate / 3 h / Heating

2: 48.4 percent / Magnesium, Nickel chloride / diethyl ether / 12 h / Heating

3: 73.6 percent / Hydriodic acid / benzene / 1 h / Heating

4: tert-butyllithium / diethyl ether; pentane / 1 h / -78 °C

5: 70.1 percent / Hydriodic acid / acetic acid / 1 h / Heating

6: 96 percent / tert-butyllithium / diethyl ether; pentane / -78 °C

7: 49 percent / tetrahydrofuran; diethyl ether / 1 h / Heating

With silver tetrafluoroborate; hydrogen iodide; tert.-butyl lithium; magnesium; nickel dichloride; In tetrahydrofuran; diethyl ether; acetic acid; pentane; benzene;

DOI:10.1021/jo01308a001

Reference yield:

1,4-Dichloro-bicyclo<2.2.2>octane (1123-39-3) → 4-(1,1'-Bibicyclo<2.2.2>octyl)yl Phenyl Ketone (74467-52-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 90 percent / C₂H₅I, AlBr₃

2: 51 percent / Silver fluoroborate / 3 h / Heating

3: 48.4 percent / Magnesium, Nickel chloride / diethyl ether / 12 h / Heating

4: 73.6 percent / Hydriodic acid / benzene / 1 h / Heating

5: tert-butyllithium / diethyl ether; pentane / 1 h / -78 °C

6: 70.1 percent / Hydriodic acid / acetic acid / 1 h / Heating

7: 96 percent / tert-butyllithium / diethyl ether; pentane / -78 °C

8: 49 percent / tetrahydrofuran; diethyl ether / 1 h / Heating

With silver tetrafluoroborate; aluminum tri-bromide; hydrogen iodide; tert.-butyl lithium; magnesium; ethyl iodide; nickel dichloride; In tetrahydrofuran; diethyl ether; acetic acid; pentane; benzene;

DOI:10.1021/jo01308a001

upstream raw materials:

1,1'-Bibicyclo<2.2.2>octyl-4-carboxylic Acid

phenyllithium

1,4-Dichloro-bicyclo<2.2.2>octane

1,4-diiodobicyclo<2.2.2>octane

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