9H-Fluoren-9-one, 6-bromo-2-methyl-

Base Information

• Chemical Name: 9H-Fluoren-9-one, 6-bromo-2-methyl-
• CAS No.: 137154-53-1
• Molecular Formula: C₁₄H₉BrO
• Molecular Weight: 273.129
• DSSTox Substance ID: DTXSID60456721
• Nikkaji Number: J666.626D
• Wikidata: Q82279277
• Mol file: 137154-53-1.mol

Synonyms:9H-Fluoren-9-one, 6-bromo-2-methyl-;137154-53-1;SCHEMBL8954148;2-methyl-6-bromo-9-fluorenone;DTXSID60456721;2-Methyl-6-bromo-9H-fluoren-9-one

Chemical Property of 9H-Fluoren-9-one, 6-bromo-2-methyl-

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 271.98368
• Heavy Atom Count: 16
• Complexity: 301

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C3=C(C2=O)C=CC(=C3)Br

Technology Process of 9H-Fluoren-9-one, 6-bromo-2-methyl-

There total 1 articles about 9H-Fluoren-9-one, 6-bromo-2-methyl- 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:

(4-bromo-phenyl)-(2-iodo-5-methyl-phenyl)-methanone → 3-bromo-7-methyl-9-fluorenone (137154-53-1) + 3-Bromo-5-methyl-fluoren-9-one + (4-bromo-phenyl)-(2-iodo-3-methyl-phenyl)-methanone + (4-bromo-2-iodo-phenyl)-m-tolyl-methanone

Guidance literature:

In tert-butyl alcohol; for 18h; UV-irradiation;

DOI:10.1016/S0040-4039(99)01292-7

Reference yield:

3-bromo-7-methyl-9-fluorenone (137154-53-1) → [4S-(4α,5β,6β(S*))]-1-(2-amino-2-oxoethyl)-({6-[4-methyl-2-({[(4-nitrophenyl)methyl]oxy}carbonyl)-7-oxo-6-{1-[(triethylsilyl)oxy]ethyl}-1-azabicyclo[3.2.0]hept-2-en-3-yl]-9-oxo-9H-fluoren-2-yl}methyl)-1,4-diazaniabicyclo[2.2.2]octane 1-propanesulp...

Guidance literature:

Multi-step reaction with 7 steps

1: 90 percent / NBS, AcOH, 2,2'-azobis(2,4-dimethylvaleronitrile) / CH₂Cl₂ / 12 h / Heating

2: 24 h / 100 °C

3: 92 percent / conc. H₂SO₄ / methanol / 1.5 h / 60 °C

5: 93 percent / aq. potassium phthalate / tetrahydrofuran / 16 h / Ambient temperature; pH 4.0

6: Et₃N / CH₂Cl₂ / 0.5 h / -20 °C

7: 93 percent / NaI / acetonitrile / 20 h / 28 - 29 °C

With N-Bromosuccinimide; 2,2'-azobis-(2,4-dimethylvaleronitrile); sulfuric acid; potassium phthalate; acetic acid; triethylamine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1021/jo980381n

Reference yield:

3-bromo-7-methyl-9-fluorenone (137154-53-1) → (4S,5R,6S)-3-(7-Hydroxymethyl-9-oxo-9H-fluoren-3-yl)-4-methyl-7-oxo-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (157743-80-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / NBS, AcOH, 2,2'-azobis(2,4-dimethylvaleronitrile) / CH₂Cl₂ / 12 h / Heating

2: 24 h / 100 °C

3: 92 percent / conc. H₂SO₄ / methanol / 1.5 h / 60 °C

5: 93 percent / aq. potassium phthalate / tetrahydrofuran / 16 h / Ambient temperature; pH 4.0

With N-Bromosuccinimide; 2,2'-azobis-(2,4-dimethylvaleronitrile); sulfuric acid; potassium phthalate; acetic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jo980381n

Downstream raw materials:

(4S,5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(7-hydroxymethyl-9-oxo-9H-fluoren-3-yl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(4S,5R,6S)-3-(7-Hydroxymethyl-9-oxo-9H-fluoren-3-yl)-4-methyl-7-oxo-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(4S,5R,6S)-4-Methyl-7-oxo-3-(9-oxo-7-trimethylsilanyloxymethyl-9H-fluoren-3-yl)-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(4S,5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-7-oxo-3-[9-oxo-7-(propane-1-sulfonyloxymethyl)-9H-fluoren-3-yl]-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester