4-(4-bromophenyl)-3,6-dihydro-2H-pyran

Base Information

• Chemical Name: 4-(4-bromophenyl)-3,6-dihydro-2H-pyran
• CAS No.: 223555-87-1
• Molecular Formula: C₁₁H₁₁BrO
• Molecular Weight: 239.112
• Mol file: 223555-87-1.mol

Synonyms:

Chemical Property of 4-(4-bromophenyl)-3,6-dihydro-2H-pyran

Chemical Property:

• Boiling Point: 304.5±42.0 °C(Predicted)
• Density: 1.413±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

4-(4-Bromophenyl)-3,6-dihydro-2H-pyran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-bromophenyl)-3,6-dihydro-2H-pyran

There total 6 articles about 4-(4-bromophenyl)-3,6-dihydro-2H-pyran 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: 81.0%

4-(4-bromophenyl)tetrahydro-2H-pyran-4-ol → 4-(4-bromophenyl)-3,6-dihydro-2H-pyran (223555-87-1)

Guidance literature:

4-(4-bromophenyl)tetrahydro-2H-pyran-4-ol; With boron trifluoride diethyl etherate; at 20 ℃; for 2h;

With sodium hydrogencarbonate; In water;

Reference yield:

1,4-bromoiodobenzene (589-87-7) + 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (287944-16-5) → 4-(4-bromophenyl)-3,6-dihydro-2H-pyran (223555-87-1)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In 1,4-dioxane; water; Inert atmosphere; Reflux;

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → 4-(4-bromophenyl)-3,6-dihydro-2H-pyran (223555-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.33 h / -78 °C

1.2: -78 - 20 °C

2.1: boron trifluoride diethyl etherate / 2 h / 20 °C

With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane;

upstream raw materials:

1.4-dibromobenzene

Tetrahydro-4H-pyran-4-one

1,4-bromoiodobenzene

(4-bromophenyl)magnesium bromide

Downstream raw materials:

4-(3,6-dihydro-2H-pyran-4-yl)benzonitrile

4-(tetrahydro-2H-pyran-4-yl)benzonitrile

(4-(tetrahydro-2H-pyran-4-yl)phenyl)methanamine

Refernces

• 1、 Zhao, Ran,Feng, Guidong,Xin, Xiaodong,Guan, Honghao,Hua, Jing,Wan, Renzhong,Li, Wei,Liu, Lei. "Oxidative C–H alkynylation of 3,6-dihydro-2H-pyrans". supporting information. p. 1432 - 1434. Retrieved 2019/03/28.
• 2、 -. "NOVEL INHIBITORS". . . Retrieved 2011/05/03.