4,9-Dimethoxy-2-methyl-benzo[b]fluorene-5,10,11-trione 11-(O-benzyl-oxime)

Base Information

• Chemical Name: 4,9-Dimethoxy-2-methyl-benzo[b]fluorene-5,10,11-trione 11-(O-benzyl-oxime)
• CAS No.: 202195-02-6
• Molecular Formula: C₂₇H₂₁NO₅
• Molecular Weight: 439.467
• Mol file: 202195-02-6.mol

Synonyms:4,9-Dimethoxy-2-methyl-benzo[b]fluorene-5,10,11-trione 11-(O-benzyl-oxime)

Chemical Property of 4,9-Dimethoxy-2-methyl-benzo[b]fluorene-5,10,11-trione 11-(O-benzyl-oxime)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,9-Dimethoxy-2-methyl-benzo[b]fluorene-5,10,11-trione 11-(O-benzyl-oxime)

There total 7 articles about 4,9-Dimethoxy-2-methyl-benzo[b]fluorene-5,10,11-trione 11-(O-benzyl-oxime) 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: 77.0%

4,5,9,10-Tetramethoxy-2-methyl-benzo[b]fluoren-11-one O-benzyl-oxime (202195-10-6) → 4,9-Dimethoxy-2-methyl-benzo[b]fluorene-5,10,11-trione 11-(O-benzyl-oxime) (202195-02-6)

Guidance literature:

With Pyridine-2,6-dicarboxylic acid N-oxide; ammonium cerium(IV) nitrate; In acetonitrile; 1.) 0 deg C, 20 min, 2.) r.t., 1 h;

Reference yield:

3-methoxy-5-methyl-benzaldehyde (90674-26-3) → 4,9-Dimethoxy-2-methyl-benzo[b]fluorene-5,10,11-trione 11-(O-benzyl-oxime) (202195-02-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 69 percent / N,N,N'-trimethylethylenediamine, n-BuLi, BrCF₂CF₂Br / tetrahydrofuran; hexane / 1.) -65 deg C, 30 min; -20 deg C, 14 h, 2.) -60 deg C

3: 91 percent / 35percent H₂O₂, 15percent aq. NaOH / methanol / 1 h / 90 °C

4: (COCl)2, DMF / CH₂Cl₂ / 1.5 h

5: TiCl₄ / CH₂Cl₂ / 2 h / 0 °C

6: 70 percent / aq. AcONa / methanol / 4 h / Heating

7: 77 percent / aq. (NH₄)2Ce(NO₃)6, pyridine-2,6-dicarboxylic acid N-oxide / acetonitrile / 1.) 0 deg C, 20 min, 2.) r.t., 1 h

With Pyridine-2,6-dicarboxylic acid N-oxide; sodium hydroxide; n-butyllithium; oxalyl dichloride; ammonium cerium(IV) nitrate; 1,2-dibromo-1,1,2,2-tetrafluoroethane; dihydrogen peroxide; sodium acetate; titanium tetrachloride; N,N',N'-trimethylenediamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile;

Reference yield:

2-bromo-3-methoxy-5-methylbenzaldehyde (202195-05-9) → 4,9-Dimethoxy-2-methyl-benzo[b]fluorene-5,10,11-trione 11-(O-benzyl-oxime) (202195-02-6)

Guidance literature:

Multi-step reaction with 6 steps

2: 91 percent / 35percent H₂O₂, 15percent aq. NaOH / methanol / 1 h / 90 °C

3: (COCl)2, DMF / CH₂Cl₂ / 1.5 h

4: TiCl₄ / CH₂Cl₂ / 2 h / 0 °C

5: 70 percent / aq. AcONa / methanol / 4 h / Heating

6: 77 percent / aq. (NH₄)2Ce(NO₃)6, pyridine-2,6-dicarboxylic acid N-oxide / acetonitrile / 1.) 0 deg C, 20 min, 2.) r.t., 1 h

With Pyridine-2,6-dicarboxylic acid N-oxide; sodium hydroxide; oxalyl dichloride; ammonium cerium(IV) nitrate; dihydrogen peroxide; sodium acetate; titanium tetrachloride; N,N-dimethyl-formamide; In methanol; dichloromethane; acetonitrile;

upstream raw materials:

4,5,9,10-Tetramethoxy-2-methyl-benzo[b]fluoren-11-one O-benzyl-oxime

3-methoxy-5-methyl-benzaldehyde

tri-O-methylkinafluorenone

2-bromo-3-methoxy-5-methylbenzaldehyde