1-Bromo-3-(methoxymethoxy)-2-methylbenzene

Base Information

• Chemical Name: 1-Bromo-3-(methoxymethoxy)-2-methylbenzene
• CAS No.: 149981-99-7
• Molecular Formula: C₉H₁₁BrO₂
• Molecular Weight: 231.089
• Mol file: 149981-99-7.mol

Synonyms:1-Bromo-3-(methoxymethoxy)-2-methylbenzene

Chemical Property of 1-Bromo-3-(methoxymethoxy)-2-methylbenzene

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Bromo-3-(methoxymethoxy)-2-methylbenzene

There total 1 articles about 1-Bromo-3-(methoxymethoxy)-2-methylbenzene 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: 95.0%

3-bromo-2-methylphenol (7766-23-6) + chloromethyl methyl ether (107-30-2) → 1-Bromo-3-(methoxymethoxy)-2-methylbenzene (149981-99-7)

Guidance literature:

3-bromo-2-methylphenol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

chloromethyl methyl ether; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 1h;

Reference yield: 86.0%

1-Bromo-3-(methoxymethoxy)-2-methylbenzene (149981-99-7) → 3-methoxymethoxy-2-methylbenzene-1-boronic acid (341006-08-4)

Guidance literature:

1-Bromo-3-(methoxymethoxy)-2-methylbenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

With Triisopropyl borate; In tetrahydrofuran; at -78 ℃; for 0.75h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield:

1-Bromo-3-(methoxymethoxy)-2-methylbenzene (149981-99-7) → 2,3-Dimethyl-5-phytylcyclohexa-2,5-diene-1,4-dione

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) PhLi, 2.) CuBr / 1.) Et₂O, reflux, 7 h, 2.) EtO₂, r.t., overnight

2: 1.) tetramethylethylenediamine, BuLi / 1.) Et₂O, hexane, 0 deg C, 1 h, 2.) -25 deg C, 5 min

3: 57 percent / diethyl ether

4: 93 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

5: 64 percent / LiAlH₄, titanocene dichloride / tetrahydrofuran / 2.5 h / Heating

6: 63 percent / salcomine, O₂ / ethanol / 1 h / 10 °C / 912 - 1064 Torr

With lithium aluminium tetrahydride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; salcomine; titanocene dichloride; oxygen; phenyllithium; copper(I) bromide; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1002/hlca.19930760429

upstream raw materials:

3-bromo-2-methylphenol

chloromethyl methyl ether

Downstream raw materials:

1-bromo-3-(methoxymethoxy)-2-methyl-4-phytylbenzene

2,3-Dimethyl-6-phytylphenol

[3-Methoxymethoxy-2-methyl-4-((E)-(7R,11R)-3,7,11,15-tetramethyl-hexadec-2-enyl)-phenyl]-methanol

methyl 3-(methoxymethoxy)-2-methyl-phytylbenzoate

Refernces

• 1、 -. "Vitamin D analogues". Page column 19. . Retrieved 2010/02/09.