3-iodo-2-methylbenzyl methoxymethyl ether

Base Information

• Chemical Name: 3-iodo-2-methylbenzyl methoxymethyl ether
• CAS No.: 146197-51-5
• Molecular Formula: C₁₀H₁₃IO₂
• Molecular Weight: 292.117
• Mol file: 146197-51-5.mol

Synonyms:3-iodo-2-methylbenzyl methoxymethyl ether

Chemical Property of 3-iodo-2-methylbenzyl methoxymethyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-iodo-2-methylbenzyl methoxymethyl ether

There total 5 articles about 3-iodo-2-methylbenzyl methoxymethyl ether 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: 97.0%

chloromethyl methyl ether (107-30-2) + (3-iodo-2-methylphenyl)methanol (76350-89-5) → 3-iodo-2-methylbenzyl methoxymethyl ether (146197-51-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/S0040-4039(98)01965-0

Reference yield: 86.0%

Dimethoxymethane (109-87-5) + (3-iodo-2-methylphenyl)methanol (76350-89-5) → 3-iodo-2-methylbenzyl methoxymethyl ether (146197-51-5)

Guidance literature:

With toluene-4-sulfonic acid; lithium bromide; Ambient temperature;

Reference yield:

2-methyl-3-nitrobenzic acid (1975-50-4) → 3-iodo-2-methylbenzyl methoxymethyl ether (146197-51-5)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd/C / dimethylformamide / 2223.7 Torr

2: 1.) NaNO₂, HCl; 2.) KI / 1.) DMF

3: 83 percent / BH₃*SMe₂, B(OMe)3 / tetrahydrofuran / 20 °C

4: 97 percent / i-Pr₂NEt / CH₂Cl₂ / 0 - 20 °C

With hydrogenchloride; Trimethyl borate; dimethylsulfide borane complex; hydrogen; N-ethyl-N,N-diisopropylamine; potassium iodide; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(98)01965-0

upstream raw materials:

Dimethoxymethane

(3-iodo-2-methylphenyl)methanol

chloromethyl methyl ether

2-methyl-3-nitrobenzic acid

Downstream raw materials:

4-(α-hydroxy-3-methoxymethoxymethyl-2-methylbenzyl)-1-triphenylmethylimidazole

3-Isopropyl-1-(3-methoxymethoxymethyl-2-methyl-phenyl)-4-methyl-pent-4-en-1-ol

[3-(3-Isopropyl-4-methyl-pent-4-enyl)-2-methyl-phenyl]-methanol

1-(3-Isopropyl-4-methyl-pent-4-enyl)-3-methoxymethoxymethyl-2-methyl-benzene

Refernces

• 1、 Cardin, Christine J.,Convery, Maire A.,Kavanagh, Pierce V.,Lambert, Michael T. B.,McKenna, Brian,McMurry, T. Brian H.. "Synthesis of 3--2-methylbenzoic acid a metabolite of the drug, detomidine.". . p. 3026 - 3038. Retrieved 2007/10/02.