α-(1,2-benzo-1,3-cyclohexadien-3-yl)acetophenone

Base Information

• Chemical Name: α-(1,2-benzo-1,3-cyclohexadien-3-yl)acetophenone
• CAS No.: 100188-66-7
• Molecular Formula: C₁₈H₁₆O
• Molecular Weight: 248.324
• Mol file: 100188-66-7.mol

Synonyms:α-(1,2-benzo-1,3-cyclohexadien-3-yl)acetophenone

Chemical Property of α-(1,2-benzo-1,3-cyclohexadien-3-yl)acetophenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-(1,2-benzo-1,3-cyclohexadien-3-yl)acetophenone

There total 5 articles about α-(1,2-benzo-1,3-cyclohexadien-3-yl)acetophenone 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: 60.0%

(1,2-benzo-1,3-cyclohexadien-3-yl)acetic acid (4709-55-1) + phenyllithium (591-51-5) → α-(1,2-benzo-1,3-cyclohexadien-3-yl)acetophenone (100188-66-7)

Guidance literature:

In diethyl ether; for 0.833333h; Ambient temperature;

DOI:10.1021/ja00267a036

Reference yield:

C14H17NO2 + phenylmagnesium bromide (100-58-3) → α-(1,2-benzo-1,3-cyclohexadien-3-yl)acetophenone (100188-66-7)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.chempr.2020.03.024

Reference yield:

2-(3,4-dihydro-naphthalen-1-yl)-acetic acid ethyl ester (54125-45-0) → α-(1,2-benzo-1,3-cyclohexadien-3-yl)acetophenone (100188-66-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOEt / ethanol / 45 h / Ambient temperature

2: 60 percent / diethyl ether / 0.83 h / Ambient temperature

With sodium ethanolate; In diethyl ether; ethanol;

DOI:10.1021/ja00267a036

upstream raw materials:

(1,2-benzo-1,3-cyclohexadien-3-yl)acetic acid

phenyllithium

2-(3,4-dihydro-naphthalen-1-yl)-acetic acid ethyl ester

α,α'-Hydroxytrihydronaphthylessigsaeureethylester

Downstream raw materials:

α-(1,2-benzo-1,3-cyclohexadien-3-yl)acetophenone N-tosylhydrazone

Refernces