1-Methoxy-4-(2-methyl-2-nitropropyl)benzene

Base Information

• Chemical Name: 1-Methoxy-4-(2-methyl-2-nitropropyl)benzene
• CAS No.: 85628-47-3
• Molecular Formula: C11H15NO3
• Molecular Weight: 209.245
• UNII: G9QX26D2ED
• DSSTox Substance ID: DTXSID10510867
• Wikidata: Q82369405
• Mol file: 85628-47-3.mol

Synonyms:1-methoxy-4-(2-methyl-2-nitropropyl)benzene;85628-47-3;Benzene, 1-methoxy-4-(2-methyl-2-nitropropyl)-;G9QX26D2ED;SCHEMBL12802351;DTXSID10510867;XOMDMKZXUTVKMM-UHFFFAOYSA-N;AMY16718;AKOS030240542

Chemical Property of 1-Methoxy-4-(2-methyl-2-nitropropyl)benzene

Chemical Property:

• PSA: 55.05000
• LogP: 2.81620
• Solubility.: Chloroform, DCM, Ethyl Acetate, Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 209.10519334
• Heavy Atom Count: 15
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

1-Methoxy-4-(2-methyl-2-nitropropyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(CC1=CC=C(C=C1)OC)[N+](=O)[O-]
• Uses: 1-Methoxy-4-(2-methyl-2-nitropropyl)benzene is an substituent in the synthesis of Olodaterol (O262000), a novel inhaled β2-adrenoceptor agonist with a 24h bronchodilatory efficacy.

Technology Process of 1-Methoxy-4-(2-methyl-2-nitropropyl)benzene

There total 3 articles about 1-Methoxy-4-(2-methyl-2-nitropropyl)benzene 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: 87.0%

1-nitro-1,1-dimethyl-2-(4-hydroxyphenyl]ethane (16066-97-0) + methyl iodide (74-88-4) → 4-Methoxy-(2-methyl-2-nitropropyl)benzol (85628-47-3)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; for 15h; Heating / reflux;

Reference yield: 74.0%

1-nitro-1,1-dimethyl-2-(4-hydroxyphenyl]ethane (16066-97-0) + dimethyl sulfate (77-78-1) → 4-Methoxy-(2-methyl-2-nitropropyl)benzol (85628-47-3)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydroxide; In dichloromethane; 1.) 10 min, 2.) 5 h;

DOI:10.1002/ardp.19833160303

Reference yield:

(4-hydroxyphenyl)methanol (623-05-2) → 4-Methoxy-(2-methyl-2-nitropropyl)benzol (85628-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / KF*2H₂O, tetrabutylammonium chloride / 30 h / Heating

2: 74 percent / 1.) tetrabutylammonium hydroxide, 50percent aq. NaOH / CH₂Cl₂ / 1.) 10 min, 2.) 5 h

With sodium hydroxide; tetra(n-butyl)ammonium hydroxide; potassium fluoride; tetrabutyl-ammonium chloride; In dichloromethane;

DOI:10.1002/ardp.19833160303

upstream raw materials:

1-nitro-1,1-dimethyl-2-(4-hydroxyphenyl]ethane

dimethyl sulfate

(4-hydroxyphenyl)methanol

methyl iodide

Downstream raw materials:

1,1-dimethyl-2-(4-methoxyphenyl)ethylamine hydrochloride

Olodaterol hydrochloride

6-(phenylmethoxy)-8-[(1R)-1-hydroxy-2-[[2-(4-methoxyphenyl)-1,1-dimethylethyl]amino]ethyl]-2H-1,4-benzoxazin-3(4H)-one hydrochloride

4-(2-(difluoromethyl)-1H-benzo[d]imidazol-1-yl)-N-(1-(4-methoxyphenyl)-2-methylpropan-2-yl)-6-morpholino-1,3,5-triazin-2-amine