7-bromo-8-oxo-1,2,3,4-tetraphenylspiro[4.5]deca-1,3,6,9-tetraene

Base Information

• Chemical Name: 7-bromo-8-oxo-1,2,3,4-tetraphenylspiro[4.5]deca-1,3,6,9-tetraene
• CAS No.: 1313574-51-4
• Molecular Formula: C₃₄H₂₃BrO
• Molecular Weight: 527.46
• Mol file: 1313574-51-4.mol

Synonyms:7-bromo-8-oxo-1,2,3,4-tetraphenylspiro[4.5]deca-1,3,6,9-tetraene

Chemical Property of 7-bromo-8-oxo-1,2,3,4-tetraphenylspiro[4.5]deca-1,3,6,9-tetraene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-bromo-8-oxo-1,2,3,4-tetraphenylspiro[4.5]deca-1,3,6,9-tetraene

There total 4 articles about 7-bromo-8-oxo-1,2,3,4-tetraphenylspiro[4.5]deca-1,3,6,9-tetraene 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: 82.0%

3-bromo-4-hydroxybenzenediazonium tetrafluoroborate (1252036-60-4) + diphenyl acetylene (501-65-5) → 7-bromo-8-oxo-1,2,3,4-tetraphenylspiro[4.5]deca-1,3,6,9-tetraene (1313574-51-4)

Guidance literature:

With palladium diacetate; In methanol; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201100609

Reference yield: 70.0%

2-bromoanisole (578-57-4) + diphenyl acetylene (501-65-5) → 7-bromo-8-oxo-1,2,3,4-tetraphenylspiro[4.5]deca-1,3,6,9-tetraene (1313574-51-4)

Guidance literature:

With dipotassium peroxodisulfate; palladium diacetate; acetic acid; at 80 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00970

Reference yield: 39.0%

N-(3-bromo-4-hydroxyphenyl)acetamide (6329-78-8) + diphenyl acetylene (501-65-5) → 7-bromo-8-oxo-1,2,3,4-tetraphenylspiro[4.5]deca-1,3,6,9-tetraene (1313574-51-4)

Guidance literature:

N-(3-bromo-4-hydroxyphenyl)acetamide; With boron trifluoride methanol complex; In methanol; at 65 ℃; Inert atmosphere;

With tert.-butylnitrite; In methanol; at 0 ℃; for 1h; Inert atmosphere;

diphenyl acetylene; With palladium diacetate; In methanol; at 20 ℃; for 12.25h; Inert atmosphere;

DOI:10.1002/adsc.201200929

upstream raw materials:

3-bromo-4-hydroxybenzenediazonium tetrafluoroborate

diphenyl acetylene

N-(3-bromo-4-hydroxyphenyl)acetamide

2-bromo-N,N-diethylaniline

Downstream raw materials:

7-bromo-8-(4-methoxyphenyl)-1,2,3,4-tetraphenylspiro[4.5]deca-1,3,6,9-tetraene-8-ol

Refernces

• 1、 -. "Series of tetraaryl spiro compounds and preparation and application methods thereof". Paragraph 0025. . Retrieved 2019/04/17.
• 2、 Schmidt, Bernd,Berger, Rene,Kelling, Alexandra,Schilde, Uwe. "Pd-catalyzed [2+2+1] coupling of alkynes and arenes: Phenol diazonium salts as mechanistic trapdoors". supporting information; experimental part. p. 7032 - 7040. Retrieved 2011/07/30.