6-broMo-7-Methoxy-1,1-diMethyl-3,4-dihydronaphthalen-2(1H)-one,

Base Information

• Chemical Name: 6-broMo-7-Methoxy-1,1-diMethyl-3,4-dihydronaphthalen-2(1H)-one,
• CAS No.: 1256578-99-0
• Molecular Formula: C13H15BrO2
• Molecular Weight: 283.16
• Mol file: 1256578-99-0.mol

Synonyms:6-Bromo-3,4-dihydro-7-methoxy-1,1-dimethyl-2(1H)-naphthalenone

Chemical Property of 6-broMo-7-Methoxy-1,1-diMethyl-3,4-dihydronaphthalen-2(1H)-one,

Chemical Property:

• Boiling Point: 354.7±42.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.339±0.06 g/cm3(Predicted)
• LogP: 3.25060

Purity/Quality:

97% ^*data from raw suppliers

6-Bromo-7-methoxy-1,1-dimethyl-3,4-dihydronaphthalen-2(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-?Bromo-?7-?methoxy-?1,?1-?dimethyl-?3,?4-?dihydronaphthalen-?2(1H)?-?one is an intermediate of Alectinib (C183360), a highly selective and potent anaplastic lymphoma kinase (ALK) inhibitor capable of blocking the resistant gatekeeper mutant, which results in reduced cell growth.

Technology Process of 6-broMo-7-Methoxy-1,1-diMethyl-3,4-dihydronaphthalen-2(1H)-one,

There total 3 articles about 6-broMo-7-Methoxy-1,1-diMethyl-3,4-dihydronaphthalen-2(1H)-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: 92.0%

7-methoxy-1,1-dimethyl-3,4-dihydronaphthalene-2-(1H)-one (1865-83-4) → 6-bromo-7-methoxy-1,1-dimethyl-3,4-dihydro-1H-naphthalen-2-one (1256578-99-0)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 20 ℃; for 2.5h;

DOI:10.1021/jm200652u

Reference yield: 91.91%

C12H14O3 + methyl iodide (74-88-4) → 6-bromo-7-methoxy-1,1-dimethyl-3,4-dihydro-1H-naphthalen-2-one (1256578-99-0)

Guidance literature:

C₁₂H₁₄O₃; With N-benzyl-trimethylammonium hydroxide; In methanol; for 1.16h; Reflux;

methyl iodide; In methanol; for 8h; Reflux;

With hydrogen bromide; In methanol; for 2h; Reflux;

Reference yield:

7-methoxyl-2-tetralone (4133-34-0) → 6-bromo-7-methoxy-1,1-dimethyl-3,4-dihydro-1H-naphthalen-2-one (1256578-99-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium iodide; potassium hydroxide / tetrahydrofuran; water / 2 h / Reflux

2: N-Bromosuccinimide / acetonitrile / 4 h / 20 °C

With N-Bromosuccinimide; potassium iodide; potassium hydroxide; In tetrahydrofuran; water; acetonitrile;

upstream raw materials:

7-methoxy-1,1-dimethyl-3,4-dihydronaphthalene-2-(1H)-one

7-methoxyl-2-tetralone

methyl iodide

Downstream raw materials:

9-bromo-8-methoxy-6,6-dimethyl-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

9-bromo-8-methoxy-6,6-dimethyl-6,11-dihydro-5H-benzo[b]carbazole-1-carbonitrile

9-bromo-8-hydroxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

9-bromo-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile