5-amino-8-chloro-2,3,4,5-tetrahydro-1-benzoxepine

Base Information

• Chemical Name: 5-amino-8-chloro-2,3,4,5-tetrahydro-1-benzoxepine
• CAS No.: 37483-70-8
• Molecular Formula: C₁₀H₁₂ClNO
• Molecular Weight: 197.664
• Mol file: 37483-70-8.mol

Synonyms:5-amino-8-chloro-2,3,4,5-tetrahydro-1-benzoxepine

Chemical Property of 5-amino-8-chloro-2,3,4,5-tetrahydro-1-benzoxepine

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 5-amino-8-chloro-2,3,4,5-tetrahydro-1-benzoxepine

There total 1 articles about 5-amino-8-chloro-2,3,4,5-tetrahydro-1-benzoxepine 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:

4-chlorosalicylaldehyde (2420-26-0) → 5-amino-8-chloro-2,3,4,5-tetrahydro-1-benzoxepine (37483-70-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 70 °C

2.1: lithium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.5 h / 20 °C

2.2: Horner-Wadsworth-Emmons Olefination / 18 h / 20 °C

3.1: diisobutylaluminium hydride / diethyl ether; hexane / 18 h / -78 - 20 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

5.1: potassium carbonate / para-xylene / 24 h / 140 °C / Schlenk technique; Inert atmosphere

6.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / para-xylene / 20 h / 50 °C

7.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 1.5 h / 20 °C / Inert atmosphere

8.1: hydrogenchloride; water / methanol / 144 h / 100 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; palladium 10% on activated carbon; water; hydrogen; diisobutylaluminium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium bromide; In methanol; diethyl ether; hexane; dichloromethane; para-xylene; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 2.1: |Horner-Wadsworth-Emmons Olefination / 5.1: |Overman Rearrangement;

DOI:10.1021/acs.joc.5b00583

upstream raw materials:

4-chlorosalicylaldehyde