C₂₂H₂₂BrNO₃

Base Information

• Chemical Name: C₂₂H₂₂BrNO₃
• CAS No.: 1452815-94-9
• Molecular Formula: C₂₂H₂₂BrNO₃
• Molecular Weight: 428.326
• Mol file: 1452815-94-9.mol

Synonyms:C₂₂H₂₂BrNO₃

Chemical Property of C₂₂H₂₂BrNO₃

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₂H₂₂BrNO₃

There total 9 articles about C₂₂H₂₂BrNO₃ 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: 42.0%

C22H24N2O3 (1452815-91-6) → C22H22BrNO3 (1452815-94-9)

Guidance literature:

With trimethylsilyl bromide; N-benzyl-N,N,N-triethylammonium chloride; sodium nitrite; In tetrachloromethane; at 0 - 20 ℃; for 36h; stereoselective reaction;

DOI:10.1016/j.tetlet.2013.07.115

Reference yield:

ethyl 2-p-tolyl-2-oxoacetate (5524-56-1) → C22H22BrNO3 (1452815-94-9)

Guidance literature:

Multi-step reaction with 7 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

With titanium(IV) isopropylate; 15-crown-5; tin(II) chloride dihdyrate; trimethylsilyl bromide; N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydride; potassium carbonate; potassium hydroxide; zinc(II) chloride; sodium nitrite; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; 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) → C22H22BrNO3 (1452815-94-9)

Guidance literature:

Multi-step reaction with 8 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

With titanium(IV) isopropylate; aluminum (III) chloride; 15-crown-5; tin(II) chloride dihdyrate; trimethylsilyl bromide; N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydride; potassium carbonate; potassium hydroxide; zinc(II) chloride; sodium nitrite; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; 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

α-ethyl-α-hydroxy-4-methylbenzeneacetic acid

Downstream raw materials:

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

C₂₁H₂₀BrNO₃