6,8-di-tert-butyl-3-phenylcoumarin

Base Information

• Chemical Name: 6,8-di-tert-butyl-3-phenylcoumarin
• CAS No.: 1031927-05-5
• Molecular Formula: C₂₃H₂₆O₂
• Molecular Weight: 334.458
• Mol file: 1031927-05-5.mol

Synonyms:6,8-di-tert-butyl-3-phenylcoumarin

Chemical Property of 6,8-di-tert-butyl-3-phenylcoumarin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,8-di-tert-butyl-3-phenylcoumarin

There total 7 articles about 6,8-di-tert-butyl-3-phenylcoumarin 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: 90.0%

3,5-di-tert-butyl-2-hydroxybenzaldehyde (37942-07-7) + 3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide (50978-45-5) + benzyl chloride (100-44-7) → 6,8-di-tert-butyl-3-phenylcoumarin (1031927-05-5)

Guidance literature:

With palladium diacetate; sodium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In dimethyl sulfoxide; at 85 ℃; for 11h; regioselective reaction; Inert atmosphere;

DOI:10.1039/C8NJ03173H

Reference yield: 85.0%

3,5-di-tert-butyl-2-hydroxybenzaldehyde (37942-07-7) + phenylacetylene (536-74-3) → 6,8-di-tert-butyl-3-phenylcoumarin (1031927-05-5)

Guidance literature:

With 4-methylpyridine-1-oxide; Wilkinson's catalyst; In acetonitrile; at 120 ℃; for 5h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201407589

Reference yield: 56.0%

3,5-di-tert-butyl-2-hydroxybenzaldehyde (37942-07-7) + 2-chloro-2-phenylacetaldehyde (4638-79-3) → 6,8-di-tert-butyl-3-phenylcoumarin (1031927-05-5)

Guidance literature:

With (5aS,10bR)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride; triethylamine; In ethyl acetate; at 80 ℃; for 4h; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.tet.2013.03.025

upstream raw materials:

3,5-di-tert-butyl-2-hydroxybenzaldehyde

2-chloro-2-phenylacetaldehyde

benzaldehyde

styrene oxide

Refernces

• 1、 Zeng, Huiying,Li, Chao-Jun. "A complete switch of the directional selectivity in the annulation of 2-hydroxybenzaldehydes with alkynes". supporting information. p. 13862 - 13865. Retrieved 2015/01/09.