2--4-(benzyloxy)-1-bromonaphthalene

Base Information

• Chemical Name: 2--4-(benzyloxy)-1-bromonaphthalene
• CAS No.: 157528-12-6
• Molecular Formula: C₂₃H₂₄BrNO₃
• Molecular Weight: 442.352
• Mol file: 157528-12-6.mol

Synonyms:2--4-(benzyloxy)-1-bromonaphthalene

Chemical Property of 2--4-(benzyloxy)-1-bromonaphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2--4-(benzyloxy)-1-bromonaphthalene

There total 2 articles about 2--4-(benzyloxy)-1-bromonaphthalene 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: 94.0%

2-((tert-Butyloxycarbonyl)amino)-4-(benzyloxy)-1-bromonaphthalene (122745-37-3) + methyl iodide (74-88-4) → 2--4-(benzyloxy)-1-bromonaphthalene (157528-12-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; 1.) 25 deg C, 30 min, 2.) 25 deg C, 2 h;

DOI:10.1021/jo00096a043

Reference yield:

N-(tert-butyloxycarbonyl)-4-(benzyloxy)-2-naphthylamine (122745-36-2) → 2--4-(benzyloxy)-1-bromonaphthalene (157528-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / conc. H₂SO₄, NBS / tetrahydrofuran / 1.) -78 deg C, 5 min, 2.) -78 deg C, 5 h

2: 94 percent / NaH / dimethylformamide / 1.) 25 deg C, 30 min, 2.) 25 deg C, 2 h

With N-Bromosuccinimide; sulfuric acid; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00096a043

Reference yield: 79.0%

methyl chloroformate (79-22-1) + 2--4-(benzyloxy)-1-bromonaphthalene (157528-12-6) → Methyl 2--4-(benzyloxy)-1-naphthalenecarboxylate (157528-13-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; diethyl ether; 1.) -78 deg C, 15 min, 2.) -78 deg C, 30 min; -78 to 25 deg C, 2 h;

DOI:10.1021/jo00096a043

upstream raw materials:

2-((tert-Butyloxycarbonyl)amino)-4-(benzyloxy)-1-bromonaphthalene

methyl iodide

N-(tert-butyloxycarbonyl)-4-(benzyloxy)-2-naphthylamine

Downstream raw materials:

Methyl 2--4-(benzyloxy)-1-naphthalenecarboxylate

2-(methylamino)-1,4-naphthoquinone

6-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-1,4-dihydro-naphtho[2,1-d][1,3]oxazin-3-one

[4-(tert-Butyl-diphenyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxymethyl)-naphthalen-2-yl]-methyl-carbamic acid tert-butyl ester