tert-butyl 2-oxo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 2-oxo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate
• CAS No.: 229496-42-8
• Molecular Formula: C₁₅H₁₉NO₃
• Molecular Weight: 261.321
• Mol file: 229496-42-8.mol

Synonyms:tert-butyl 2-oxo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

Chemical Property of tert-butyl 2-oxo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-oxo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

There total 2 articles about tert-butyl 2-oxo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate 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: 100.0%

2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one (4424-80-0) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2,3,4,5-Tetrahydro-2-oxobenzo[b]azepine-1-carboxylate (229496-42-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.2533/000942903777678669

Reference yield:

1-tetralone oxime (3349-64-2,68253-36-1,100485-58-3) → tert-butyl 2,3,4,5-Tetrahydro-2-oxobenzo[b]azepine-1-carboxylate (229496-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / PPA / 120 °C

2: 100 percent / DMAP; Et₃N / CH₂Cl₂

With dmap; triethylamine; In dichloromethane; 1: Beckmann rearrangement;

DOI:10.2533/000942903777678669

Reference yield: 67.0%

N,4-dimethyl-N-(phenylethynyl)benzenesulfonamide (1005500-77-5) + tert-butyl 2,3,4,5-Tetrahydro-2-oxobenzo[b]azepine-1-carboxylate (229496-42-8) → N,4-dimethyl-N-(1-oxo-4-phenyl-4a,5,6,7-tetrahydro-1H-benzo[f][1,3]oxazino[3,4-a]azepin-3-yl)benzenesulfonamide

Guidance literature:

tert-butyl 2,3,4,5-Tetrahydro-2-oxobenzo[b]azepine-1-carboxylate; With lithium triethylborohydride; In dichloromethane; at -78 ℃; for 0.5h;

N,4-dimethyl-N-(phenylethynyl)benzenesulfonamide; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - -45 ℃;

DOI:10.1016/j.tetlet.2021.152946

upstream raw materials:

2,3,4,5-tetrahydro-1H-1-benzo[b]azepin-2-one

di-tert-butyl dicarbonate

1-tetralone oxime