9-benzyloxy-6-chloro-18-fluoro[3.3]metacyclophane-2,11-dione

Base Information

• Chemical Name: 9-benzyloxy-6-chloro-18-fluoro[3.3]metacyclophane-2,11-dione
• CAS No.: 722546-75-0
• Molecular Formula: C₂₅H₂₀ClFO₃
• Molecular Weight: 422.883
• Mol file: 722546-75-0.mol

Synonyms:9-benzyloxy-6-chloro-18-fluoro[3.3]metacyclophane-2,11-dione

Chemical Property of 9-benzyloxy-6-chloro-18-fluoro[3.3]metacyclophane-2,11-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-benzyloxy-6-chloro-18-fluoro[3.3]metacyclophane-2,11-dione

There total 2 articles about 9-benzyloxy-6-chloro-18-fluoro[3.3]metacyclophane-2,11-dione 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: 50.1%

1-fluoro-2,6-bis[2-isocyano-2-(4-tolylsulfonyl)ethyl]benzene (173846-89-4) + 4-chloro-2,6-bis(bromomethyl)-1-benzyloxybenzene (722546-74-9) → 9-benzyloxy-6-chloro-18-fluoro[3.3]metacyclophane-2,11-dione (722546-75-0)

Guidance literature:

1-fluoro-2,6-bis[2-isocyano-2-(4-tolylsulfonyl)ethyl]benzene; 4-chloro-2,6-bis(bromomethyl)-1-benzyloxybenzene; With sodium hydroxide; tetra-(n-butyl)ammonium iodide; In dichloromethane; for 5h; Heating;

With hydrogenchloride; In dichloromethane; at 20 ℃; for 0.666667h; Further stages.;

DOI:10.1002/ejoc.200300698

Reference yield:

benzyl bromide (100-39-0) → 9-benzyloxy-6-chloro-18-fluoro[3.3]metacyclophane-2,11-dione (722546-75-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 86.4 percent / K₂CO₃ / acetone

2.1: 86.8 percent / PBr₃ / diethyl ether

3.1: aq. NaOH; nBu₄NI / CH₂Cl₂ / 5 h / Heating

3.2: 50.1 percent / HCl / CH₂Cl₂ / 0.67 h / 20 °C

With sodium hydroxide; phosphorus tribromide; tetra-(n-butyl)ammonium iodide; potassium carbonate; In diethyl ether; dichloromethane; acetone;

DOI:10.1002/ejoc.200300698

Reference yield:

9-benzyloxy-6-chloro-18-fluoro[3.3]metacyclophane-2,11-dione (722546-75-0) → C18H17ClO + 9-benzyloxy-6-chloro-18-fluoro[3.3]metacyclophane (722546-76-1)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; In diethylene glycol;

DOI:10.1002/ejoc.200300698

upstream raw materials:

1-fluoro-2,6-bis[2-isocyano-2-(4-tolylsulfonyl)ethyl]benzene

4-chloro-2,6-bis(bromomethyl)-1-benzyloxybenzene

benzyl bromide

Downstream raw materials:

9-benzyloxy-6-chloro-18-fluoro[3.3]metacyclophane