2-Methoxy-1,3-bis(2-methoxyphenyl)benzene

Base Information

• Chemical Name: 2-Methoxy-1,3-bis(2-methoxyphenyl)benzene
• CAS No.: 83604-34-6
• Molecular Formula: C21H20O3
• Molecular Weight: 320.388
• DSSTox Substance ID: DTXSID00539587
• Wikidata: Q82415367
• Mol file: 83604-34-6.mol

Synonyms:83604-34-6;DTXSID00539587;1~2~,2~2~,3~2~-Trimethoxy-1~1~,2~1~:2~3~,3~1~-terphenyl

Chemical Property of 2-Methoxy-1,3-bis(2-methoxyphenyl)benzene

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 320.14124450
• Heavy Atom Count: 24
• Complexity: 340

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C2=C(C(=CC=C2)C3=CC=CC=C3OC)OC

Technology Process of 2-Methoxy-1,3-bis(2-methoxyphenyl)benzene

There total 1 articles about 2-Methoxy-1,3-bis(2-methoxyphenyl)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: 64.0%

4-iodoanisol (529-28-2) → 10-Methoxy-4-(2-methoxy-phenyl)-6H-benzo[c]chromene (141957-81-5) + 2,2',2''-trimethoxy-1,1:3',1''-terphenyl (83604-34-6) + 2,6-bis(o-methoxyphenyl)phenol

Guidance literature:

With n-Bu₄Br; phenantroline; potassium carbonate; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃; for 72h; Product distribution; other reag.; other catalyst; other solvent;

DOI:10.1016/S0022-328X(98)00384-2

Reference yield:

2,2',2''-trimethoxy-1,1:3',1''-terphenyl (83604-34-6) → 29-<(2,4-dinitrophenyl)azo>-32,33,34,35,36-pentamethoxyheptacyclo<25.3.1.12,6.17,11.112,16.117,21.122,26>hexatriaconta-1(31),2,4,6(36),7,9,11(35),12,14,16(34),17,19,21(33),22,24,26(32),27,29-octadecaen-31-ol

Guidance literature:

Multi-step reaction with 4 steps

2: 1.) pyridine, water; 2.) 6 N HCl / 1.) reflux, 2 h; 2.) reflux

3: 84 percent / thallium nitrate trihydrate / ethanol; methanol; CHCl₃ / 0.17 h

4: 54 percent / cc. H₂SO₄ / ethanol; CHCl₃ / 0.42 h / Heating

With pyridine; hydrogenchloride; thallium(I) nitrate; sulfuric acid; water; In methanol; ethanol; chloroform;

DOI:10.1021/ja00210a043

Reference yield:

2,2',2''-trimethoxy-1,1:3',1''-terphenyl (83604-34-6) → 2,2',2''-trimethoxy-3,3''-bis(hexahydro-2-oxopyrimidinyl)-1,1':3',1''-terphenyl (83604-39-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) TMEDA, 2.3 M BuLi / 1.) Et₂O, hexane, 24.5 h

2: thionyl chloride / 1.17 h / Heating

3: sodium azide / acetone; H₂O / 0.25 h / 0 °C

4: toluene / Heating

5: 5.85 g / diisopropylethylamine / toluene / 1.) 0 deg C, 30 min; 2.) 30 h

6: 96 percent / 1.) (CH₃)3COK / 1.) (CH₃)3COH, 48 h; 2.) water, 12 h

With n-butyllithium; thionyl chloride; sodium azide; N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; N-ethyl-N,N-diisopropylamine; In water; acetone; toluene;

DOI:10.1021/ja00335a049

upstream raw materials:

4-iodoanisol

Downstream raw materials:

2,2',2''-trimethoxy-3,3''-bis(hexahydro-2-oxopyrimidinyl)-1,1':3',1''-terphenyl

1-(2-Hydroxymethyl-benzyl)-3-[2,2',2''-trimethoxy-3''-(2-oxo-tetrahydro-pyrimidin-1-yl)-[1,1';3',1'']terphenyl-3-yl]-tetrahydro-pyrimidin-2-one