2-(2-bromophenyl)ethyl tetrahydro-2H-pyran-2-yl ether

Base Information

• Chemical Name: 2-(2-bromophenyl)ethyl tetrahydro-2H-pyran-2-yl ether
• CAS No.: 143888-88-4
• Molecular Formula: C₁₃H₁₇BrO₂
• Molecular Weight: 285.181
• Mol file: 143888-88-4.mol

Synonyms:2-(2-bromophenyl)ethyl tetrahydro-2H-pyran-2-yl ether

Chemical Property of 2-(2-bromophenyl)ethyl tetrahydro-2H-pyran-2-yl ether

Chemical Property:

Purity/Quality:

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Technology Process of 2-(2-bromophenyl)ethyl tetrahydro-2H-pyran-2-yl ether

There total 1 articles about 2-(2-bromophenyl)ethyl tetrahydro-2H-pyran-2-yl ether 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: 99.0%

3,4-dihydro-2H-pyran (110-87-2) + 2-bromophenylethyl alcohol (1074-16-4) → 2-(2-bromophenyl)ethyl tetrahydro-2H-pyran-2-yl ether (143888-88-4)

Guidance literature:

With (1S)-10-camphorsulfonic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/ol0487884

Reference yield: 85.0%

2-(2-bromophenyl)ethyl tetrahydro-2H-pyran-2-yl ether (143888-88-4) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(2-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)phenyl)-1,3,2-dioxaborolane (1369257-38-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 105 ℃; for 3h; Inert atmosphere;

Reference yield: 84.0%

2-(2-bromophenyl)ethyl tetrahydro-2H-pyran-2-yl ether (143888-88-4) → 2-(2-phenylethoxy)tetrahydro-2H-pyran (1927-61-3)

Guidance literature:

With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; tris-(trimethylsilyl)silane; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 10h; Irradiation;

DOI:10.1021/acscatal.6b01914

upstream raw materials:

3,4-dihydro-2H-pyran

2-bromophenylethyl alcohol

Downstream raw materials:

ethyl 2-[2-(2-hydroxyethyl)phenyl]acrylate

2-[2-(tetrahydropyran-2-yloxy)ethoxy]phenylboronic acid

12-cyclohexyl-5,6-dihydroindolo[2,1-a]isoquinoline-9-carboxylic acid methyl ester

2-[2-(2-bromoethyl)phenyl]-3-cyclohexyl-1H-indole-6-carboxylic acid methyl ester

Refernces

• 1、 Tomsho, John W.,Pal, Arnab,Hall, Dennis G.,Benkovic, Stephen J.. "Ring structure and aromatic substituent effects on the p K a of the benzoxaborole pharmacophore". supporting information; experimental part. p. 48 - 52. Retrieved 2012/04/10.
• 2、 -. "BORON-CONTAINING SMALL MOLECULES AS ANTI-PROTOZOAL AGENT". Page/Page column 77-78. . Retrieved 2011/10/10.