(R)-2-bromo-6-ethyl-6-(p-tolyl)benzo[b]pyrrolo[1,2-d][1,4]oxazepin-7(6H)-one

Base Information

• Chemical Name: (R)-2-bromo-6-ethyl-6-(p-tolyl)benzo[b]pyrrolo[1,2-d][1,4]oxazepin-7(6H)-one
• CAS No.: 1452816-02-2
• Molecular Formula: C₂₁H₁₈BrNO₂
• Molecular Weight: 396.283
• Mol file: 1452816-02-2.mol

Synonyms:(R)-2-bromo-6-ethyl-6-(p-tolyl)benzo[b]pyrrolo[1,2-d][1,4]oxazepin-7(6H)-one

Chemical Property of (R)-2-bromo-6-ethyl-6-(p-tolyl)benzo[b]pyrrolo[1,2-d][1,4]oxazepin-7(6H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-bromo-6-ethyl-6-(p-tolyl)benzo[b]pyrrolo[1,2-d][1,4]oxazepin-7(6H)-one

There total 11 articles about (R)-2-bromo-6-ethyl-6-(p-tolyl)benzo[b]pyrrolo[1,2-d][1,4]oxazepin-7(6H)-one 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: 25.0%

C21H20BrNO3 (1452816-00-0) → (R)-2-bromo-6-ethyl-6-(p-tolyl)benzo[b]pyrrolo[1,2-d][1,4]oxazepin-7(6H)-one (1452816-02-2)

Guidance literature:

With phosphorus pentachloride; In dichloromethane; at 35 ℃; for 15h; stereoselective reaction;

DOI:10.1016/j.tetlet.2013.07.115

Reference yield:

ethyl 2-p-tolyl-2-oxoacetate (5524-56-1) → (R)-2-bromo-6-ethyl-6-(p-tolyl)benzo[b]pyrrolo[1,2-d][1,4]oxazepin-7(6H)-one (1452816-02-2)

Guidance literature:

Multi-step reaction with 9 steps

1: titanium(IV) isopropylate / toluene / 12 h / 100 °C

2: zinc(II) chloride / diethyl ether / -78 - 25 °C

3: potassium hydroxide; water / methanol / Reflux

4: potassium carbonate / N,N-dimethyl-formamide / 4 h / 25 °C

5: sodium hydride; 15-crown-5 / tetrahydrofuran / 17 h / 0 - 20 °C

6: tin(II) chloride dihdyrate / ethanol / 5 h / Reflux

7: sodium nitrite; N-benzyl-N,N,N-triethylammonium chloride; trimethylsilyl bromide / tetrachloromethane / 36 h / 0 - 20 °C

8: sodium hydroxide; ethanol / tetrahydrofuran / 5 h / Reflux

9: phosphorus pentachloride / dichloromethane / 15 h / 35 °C

With titanium(IV) isopropylate; 15-crown-5; tin(II) chloride dihdyrate; ethanol; trimethylsilyl bromide; phosphorus pentachloride; N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydride; potassium carbonate; potassium hydroxide; sodium hydroxide; zinc(II) chloride; sodium nitrite; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 7: |Sandmeyer Reaction;

DOI:10.1016/j.tetlet.2013.07.115

Reference yield:

toluene (108-88-3,15644-74-3,16713-13-6) → (R)-2-bromo-6-ethyl-6-(p-tolyl)benzo[b]pyrrolo[1,2-d][1,4]oxazepin-7(6H)-one (1452816-02-2)

Guidance literature:

Multi-step reaction with 10 steps

1: aluminum (III) chloride / 1,2-dichloro-ethane / 4 h / 0 - 30 °C

2: titanium(IV) isopropylate / toluene / 12 h / 100 °C

3: zinc(II) chloride / diethyl ether / -78 - 25 °C

4: potassium hydroxide; water / methanol / Reflux

5: potassium carbonate / N,N-dimethyl-formamide / 4 h / 25 °C

6: sodium hydride; 15-crown-5 / tetrahydrofuran / 17 h / 0 - 20 °C

7: tin(II) chloride dihdyrate / ethanol / 5 h / Reflux

8: sodium nitrite; N-benzyl-N,N,N-triethylammonium chloride; trimethylsilyl bromide / tetrachloromethane / 36 h / 0 - 20 °C

9: sodium hydroxide; ethanol / tetrahydrofuran / 5 h / Reflux

10: phosphorus pentachloride / dichloromethane / 15 h / 35 °C

With titanium(IV) isopropylate; aluminum (III) chloride; 15-crown-5; tin(II) chloride dihdyrate; ethanol; trimethylsilyl bromide; phosphorus pentachloride; N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydride; potassium carbonate; potassium hydroxide; sodium hydroxide; zinc(II) chloride; sodium nitrite; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; 1: |Friedel-Crafts Acylation / 8: |Sandmeyer Reaction;

DOI:10.1016/j.tetlet.2013.07.115

upstream raw materials:

C₂₂H₂₂N₂O₅

C₂₂H₂₄N₂O₃

toluene

C₂₂H₂₂BrNO₃