benzyl cis-2-vinylcyclopropyl ketone

Base Information

• Chemical Name: benzyl cis-2-vinylcyclopropyl ketone
• CAS No.: 71647-64-8
• Molecular Formula: C₁₃H₁₄O
• Molecular Weight: 186.254
• Mol file: 71647-64-8.mol

Synonyms:

Chemical Property of benzyl cis-2-vinylcyclopropyl ketone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl cis-2-vinylcyclopropyl ketone

There total 2 articles about benzyl cis-2-vinylcyclopropyl 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:

1,1-dibromo-2-vinylcyclopropane (5398-65-2) → benzyl cis-2-vinylcyclopropyl ketone (71647-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Zn, AcOH / diethyl ether

2: (i) tBuLi, Et₂O, (ii) CuSPh, THF, (iii) /BRN= 742254/

With acetic acid; zinc; In diethyl ether;

Reference yield:

cis-1-bromo-2-vinylcyclopropane (15136-01-3,15136-02-4,19879-92-6) + phenylacetyl chloride (103-80-0) → benzyl cis-2-vinylcyclopropyl ketone (71647-64-8)

Guidance literature:

Multistep reaction; (i) tBuLi, Et₂O, (ii) CuSPh, THF, (iii) /BRN= 742254/;

Reference yield:

benzyl cis-2-vinylcyclopropyl ketone (71647-64-8) → 2-phenyl-4-cyclohepten-1-one (71647-78-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide; 2.) triethylamine / 1.) THF, -78 deg C, 1 h; 2.) THF, a.) -78 deg C, 15 min; b.) RT, 1 h

2: 0.5 h / 100 - 110 °C

3: 84 percent / 1N HCl / tetrahydrofuran / 3 h / Ambient temperature

With hydrogenchloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran;

upstream raw materials:

cis-1-bromo-2-vinylcyclopropane

phenylacetyl chloride

1,1-dibromo-2-vinylcyclopropane

Downstream raw materials:

2-phenyl-4-cyclohepten-1-one

7-phenyl-1-trimethylsiloxy-1,4-cycloheptadiene

Refernces