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

Base Information

Chemical Name:2-amino>-4-(benzyloxy)-1-bromonaphthalene
CAS No.:139975-99-8
Molecular Formula:C₃₀H₃₄BrNO₅
Molecular Weight:568.508
Hs Code.:

2-<N-(tert-Butyloxycarbonyl)-N-<3-(tetrahydropyranyloxy)-2-propen-1-yl>amino>-4-(benzyloxy)-1-bromonaphthalene

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

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

There total 7 articles about 2-amino>-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:

: 24424-99-5
di-tert-butyl dicarbonate

: 139975-99-8,139976-00-4
2-amino>-4-(benzyloxy)-1-bromonaphthalene

Guidance literature:: Multi-step reaction with 6 steps

1: dioxane / 4 h / 100 °C

2: 83 percent / K₂CO₃, n-Bu₄NI / dimethylformamide / 8 h / 23 °C

3: 98 percent / conc. H₂SO₄, NBS / tetrahydrofuran / 5 h / -60 °C

4: 1.) NaH / 1.) DMF, 24 deg C, 30 min, 2.) 24 deg C, 8 h

5: 1.) 3percent O₃/O₂, 2.) Me₂S / 1.) CH₂Cl₂, CH₃OH, -78 deg C, 55 s, 2.a) -78 deg C, 5 min, b) 24 deg C, 3 h

6: 1.) n-BuLi, 2.) HMPA / 1.a) THF, Pentane, -78 deg C, 5 min, b) up to 24 deg C, 30 min, 2.a) THF, -78 deg C, 1.5 h, b) 24 deg C, 24 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; n-butyllithium; dimethylsulfide; sulfuric acid; oxygen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; ozone; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jo00036a023

Reference yield:

: 132-86-5
1,3-dihydroxynaphthalene

: 139975-99-8,139976-00-4
2-amino>-4-(benzyloxy)-1-bromonaphthalene

Guidance literature:: Multi-step reaction with 7 steps

1: NH₃ / 16 h / 130 °C / 56886.3 Torr

2: dioxane / 4 h / 100 °C

3: 83 percent / K₂CO₃, n-Bu₄NI / dimethylformamide / 8 h / 23 °C

4: 98 percent / conc. H₂SO₄, NBS / tetrahydrofuran / 5 h / -60 °C

5: 1.) NaH / 1.) DMF, 24 deg C, 30 min, 2.) 24 deg C, 8 h

6: 1.) 3percent O₃/O₂, 2.) Me₂S / 1.) CH₂Cl₂, CH₃OH, -78 deg C, 55 s, 2.a) -78 deg C, 5 min, b) 24 deg C, 3 h

7: 1.) n-BuLi, 2.) HMPA / 1.a) THF, Pentane, -78 deg C, 5 min, b) up to 24 deg C, 30 min, 2.a) THF, -78 deg C, 1.5 h, b) 24 deg C, 24 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; n-butyllithium; dimethylsulfide; sulfuric acid; ammonia; oxygen; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; ozone; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jo00036a023

Reference yield:

: 122745-36-2
N-(tert-butyloxycarbonyl)-4-(benzyloxy)-2-naphthylamine

: 139975-99-8,139976-00-4
2-amino>-4-(benzyloxy)-1-bromonaphthalene

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / conc. H₂SO₄, NBS / tetrahydrofuran / 5 h / -60 °C

2: 1.) NaH / 1.) DMF, 24 deg C, 30 min, 2.) 24 deg C, 8 h

3: 1.) 3percent O₃/O₂, 2.) Me₂S / 1.) CH₂Cl₂, CH₃OH, -78 deg C, 55 s, 2.a) -78 deg C, 5 min, b) 24 deg C, 3 h

4: 1.) n-BuLi, 2.) HMPA / 1.a) THF, Pentane, -78 deg C, 5 min, b) up to 24 deg C, 30 min, 2.a) THF, -78 deg C, 1.5 h, b) 24 deg C, 24 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; n-butyllithium; dimethylsulfide; sulfuric acid; oxygen; sodium hydride; ozone; In tetrahydrofuran;
DOI:10.1021/jo00036a023