2,2-Dimethyl-7-ethoxy-6-methoxy-4-chromanone

Base Information

• Chemical Name: 2,2-Dimethyl-7-ethoxy-6-methoxy-4-chromanone
• CAS No.: 65383-62-2
• Molecular Formula: C14H18 O4
• Molecular Weight: 250.295
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID90350788
• Wikidata: Q82126891
• Mol file: 65383-62-2.mol

Synonyms:65383-62-2;2,2-DIMETHYL-7-ETHOXY-6-METHOXY-4-CHROMANONE;7-ethoxy-6-methoxy-2,2-dimethylchroman-4-one;SCHEMBL7648748;DTXSID90350788;RLHYNOURTBSPDN-UHFFFAOYSA-N;AKOS024307481;6-methoxy-7-ethoxy-2,2-dimethyl-4-chromanone;7-ethoxy-6-methoxy-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one

Chemical Property of 2,2-Dimethyl-7-ethoxy-6-methoxy-4-chromanone

Chemical Property:

• Vapor Pressure: 1.06E-05mmHg at 25°C
• Refractive Index: 1.507
• Boiling Point: 371°C at 760 mmHg
• Flash Point: 163.6°C
• PSA: 44.76000
• Density: 1.103g/cm³
• LogP: 2.83770
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 250.12050905
• Heavy Atom Count: 18
• Complexity: 313

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=C2C(=O)CC(OC2=C1)(C)C)OC

Technology Process of 2,2-Dimethyl-7-ethoxy-6-methoxy-4-chromanone

There total 11 articles about 2,2-Dimethyl-7-ethoxy-6-methoxy-4-chromanone 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-ethoxy-6-hydroxy-2,2-dimethyl-4-chromanone (118948-74-6) + methyl iodide (74-88-4) → 7-ethoxy-6-methoxy-2,2-dimethyl-4-chromanone (65383-62-2)

Guidance literature:

With potassium carbonate; In acetone;

Reference yield: 81.0%

3-Methylbutenoic acid (541-47-9) + 3-ethoxy-4-methoxy phenol (65383-57-5) → 7-ethoxy-6-methoxy-2,2-dimethyl-4-chromanone (65383-62-2)

Guidance literature:

With trifluoroacetic acid; at 80 ℃; for 1h;

Reference yield:

3-Methylbutenoic acid (541-47-9) → 7-ethoxy-6-methoxy-2,2-dimethyl-4-chromanone (65383-62-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / unfused ZnCl₂ with 5percent water, POCl₃ / 5 h / 50 °C

2: 80 percent / K₂CO₃, KI / dimethylformamide / 2 h / 80 °C

3: 88 percent / K₂CO₃ / dimethylformamide / 15 h / 80 °C

With potassium carbonate; potassium iodide; zinc(II) chloride; trichlorophosphate; In N,N-dimethyl-formamide;

upstream raw materials:

7-ethoxy-6-hydroxy-2,2-dimethyl-4-chromanone

methyl iodide

3-Methylbutenoic acid

3-ethoxy-4-methoxy phenol

Downstream raw materials:

7-ethoxy-2,2-dimethyl-6-methoxy-8-(2',5',8',11'-tetraoxadodecyl)chromene

7-ethoxy-2,2-dimethyl-6-methoxy-8-(2',5',8'-trioxadodecyl)chromene

6-methoxy-7-ethoxy-2,2-dimethyl-2H-chromene

Refernces

• 1、 Miranda, Miquel A.,Primo, Jaime,Tormos, Rosa. "A NEW SYNTHESIS OF PRECOCENE II AND PRECOCENE III BASED ON THE PHOTO-FRIES REARRANGEMENT OF A SESAMOL ESTER". . p. 1159 - 1166. Retrieved 2007/10/02.
• 2、 Timar, Tibor,Jaszberenyi, J. Csaba. "A Novel Synthesis of Precocenes. Efficient Synthesis and Regioselective O-Alkylation of Dihydroxy-2,2-dimethyl-4-chromanones ". . p. 871 - 877. Retrieved 2007/10/02.