(E)-1-benzyloxy-1,2-dichloroethylene

Base Information

• Chemical Name: (E)-1-benzyloxy-1,2-dichloroethylene
• CAS No.: 307492-53-1
• Molecular Formula: C₉H₈Cl₂O
• Molecular Weight: 203.068
• Mol file: 307492-53-1.mol

Synonyms:(E)-1-benzyloxy-1,2-dichloroethylene

Chemical Property of (E)-1-benzyloxy-1,2-dichloroethylene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-benzyloxy-1,2-dichloroethylene

There total 1 articles about (E)-1-benzyloxy-1,2-dichloroethylene 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: 76.0%

Trichloroethylene (79-01-6) + benzyl alcohol (100-51-6,185532-71-2) → (E)-1-benzyloxy-1,2-dichloroethylene (307492-53-1)

Guidance literature:

benzyl alcohol; With potassium hydride; In tetrahydrofuran; for 0.5h;

Trichloroethylene; In tetrahydrofuran; at 20 ℃; for 1h; Further stages.;

DOI:10.1021/ol006561c

Reference yield: 60.0%

(E)-1-benzyloxy-1,2-dichloroethylene (307492-53-1) → (benzyloxy)acetylene (40089-12-1)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; hexane; at -78 - -40 ℃; for 1h;

DOI:10.1021/ol006561c

Reference yield:

(E)-1-benzyloxy-1,2-dichloroethylene (307492-53-1) → C6H5CH2OC2MgBr

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / n-BuLi; TMEDA / diethyl ether; hexane / 1 h / -78 - -40 °C

2: diethyl ether; tetrahydrofuran / 1 h

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1021/ol006561c

upstream raw materials:

Trichloroethylene

benzyl alcohol

Downstream raw materials:

(benzyloxy)acetylene

(-)-benzyl (4E,6E)-7-[(1R,2R,6R)-3,3-ethylenedioxy-1,2,6-trimethylcyclohexyl]-5-methylhepta-4,6-dien-1-ynyl ether

Refernces

• 1、 Dudley,Takaki,Cha,Danheiser. "Total synthesis of (-)-ascochlorin via a cyclobutenone-based benzannulation strategy.". . p. 3407 - 3410. Retrieved 2007/10/03.