3-(bromomethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazine

Base Information

• Chemical Name: 3-(bromomethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazine
• CAS No.: 742062-86-8
• Molecular Formula: C₁₃H₁₆BrNO
• Molecular Weight: 282.18
• Mol file: 742062-86-8.mol

Synonyms:3-(bromomethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazine

Chemical Property of 3-(bromomethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(bromomethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazine

There total 14 articles about 3-(bromomethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazine 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: 89.0%

6,6-dimethyl-3-methylene-4-phenyl-2-(trimethylsilyloxy)-2,3,5,6-tetrahydro-4H-[1,2]oxazine (638133-16-1) → 3-(bromomethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazine (742062-86-8)

Guidance literature:

With cobalt(II) bromide; In tetrahydrofuran; dichloromethane; at 20 ℃; for 2h; Reagent/catalyst; Inert atmosphere;

DOI:10.1002/ejoc.201403083

Reference yield: 65.0%

6,6-dimethyl-3-methylene-4-phenyl-2-(trimethylsilyloxy)-2,3,5,6-tetrahydro-4H-[1,2]oxazine (638133-16-1) → 3-(bromomethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazine (742062-86-8) + (E)-1-bromo-5-hydroxy-5-methyl-3-phenylhexan-2-one oxime + (Z)-1-bromo-5-hydroxy-5-methyl-3-phenylhexan-2-one oxime

Guidance literature:

With trimethylsilyl bromide; triethylamine; In acetonitrile; at -30 ℃; for 0.5h;

Reference yield: 53.0%

6,6-dimethyl-5,6-dihydro-3-methyl-4-phenyl-1,2-oxazine N-oxide (638133-04-7) → 3-(bromomethyl)-6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazine (742062-86-8) + (E)-1-bromo-5-hydroxy-5-methyl-3-phenylhexan-2-one oxime + (Z)-1-bromo-5-hydroxy-5-methyl-3-phenylhexan-2-one oxime

Guidance literature:

With trimethylsilyl bromide; triethylamine; In dichloromethane; acetonitrile; at -78 ℃; for 48h;

upstream raw materials:

6,6-dimethyl-5,6-dihydro-3-methyl-4-phenyl-1,2-oxazine N-oxide

6,6-dimethyl-3-methylene-4-phenyl-2-(trimethylsilyloxy)-2,3,5,6-tetrahydro-4H-[1,2]oxazine

1-phenyl-2-nitroprop-1-ene

benzaldehyde

Downstream raw materials:

2-(6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazin-3-ylmethyl)malonic acid dimethyl ester

(6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazin-3-yl)methyl azide

6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazine-3-carbaldehyde

methyl 2-cyano-3-(6,6-dimethyl-4-phenyl-5,6-dihydro-4H-1,2-oxazin-3-yl)propanoate