(1R,9R)-4-(2-Fluoro-phenyl)-10,10-dimethyl-3-aza-tricyclo[7.1.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene

Base Information

• Chemical Name: (1R,9R)-4-(2-Fluoro-phenyl)-10,10-dimethyl-3-aza-tricyclo[7.1.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene
• CAS No.: 349472-86-2
• Molecular Formula: C₁₈H₁₈FN
• Molecular Weight: 267.346
• Mol file: 349472-86-2.mol

Synonyms:(1R,9R)-4-(2-Fluoro-phenyl)-10,10-dimethyl-3-aza-tricyclo[7.1.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene

Chemical Property of (1R,9R)-4-(2-Fluoro-phenyl)-10,10-dimethyl-3-aza-tricyclo[7.1.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,9R)-4-(2-Fluoro-phenyl)-10,10-dimethyl-3-aza-tricyclo[7.1.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene

There total 2 articles about (1R,9R)-4-(2-Fluoro-phenyl)-10,10-dimethyl-3-aza-tricyclo[7.1.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene 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: 47.0%

(1R,5R)-6,6-dimethyl-3-methylenebicyclo<3.1.1>heptan-2-one (34413-89-3) + 1-[2-(2-fluorophenyl)-2-oxoethyl]pyridinium iodide → (1R,9R)-4-(2-Fluoro-phenyl)-10,10-dimethyl-3-aza-tricyclo[7.1.1.02,7]undeca-2(7),3,5-triene (349472-86-2)

Guidance literature:

With ammonium acetate; In acetic acid; at 90 ℃; for 3h;

DOI:10.1016/S0040-4039(01)00369-0

Reference yield:

2'-Fluoroacetophenone (445-27-2) → (1R,9R)-4-(2-Fluoro-phenyl)-10,10-dimethyl-3-aza-tricyclo[7.1.1.02,7]undeca-2(7),3,5-triene (349472-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / I₂ / 2 h / 100 °C

2: 47 percent / AcONH₄ / acetic acid / 3 h / 90 °C

With ammonium acetate; iodine; In acetic acid; 2: Kroehnke annulation;

DOI:10.1016/S0040-4039(01)00369-0

Reference yield: 49.0%

diphenylphosphane (829-85-6) + (1R,9R)-4-(2-Fluoro-phenyl)-10,10-dimethyl-3-aza-tricyclo[7.1.1.02,7]undeca-2(7),3,5-triene (349472-86-2) → (6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-diphenylphosphinophenyl)-6,8-methanoquinoline

Guidance literature:

With 18-crown-6 ether; potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1016/S0040-4039(01)00369-0

upstream raw materials:

(1R,5R)-6,6-dimethyl-3-methylenebicyclo<3.1.1>heptan-2-one

2'-Fluoroacetophenone