2-((3-Bromophenoxy)methyl)tetrahydro-2H-pyran

Base Information

• Chemical Name: 2-((3-Bromophenoxy)methyl)tetrahydro-2H-pyran
• CAS No.: 1155511-07-1
• Molecular Formula: C₁₂H₁₅BrO₂
• Molecular Weight: 271.154
• DSSTox Substance ID: DTXSID50655988
• Mol file: 1155511-07-1.mol

Synonyms:2-((3-BROMOPHENOXY)METHYL)TETRAHYDRO-2H-PYRAN;1155511-07-1;2-[(3-bromophenoxy)methyl]oxane;SCHEMBL1441555;DTXSID50655988;OJTWPHANYWJFSY-UHFFFAOYSA-N;MFCD12641995;AKOS006034199;BS-19456;2-(3-bromo-phenoxymethyl)-tetrahydropyran;CS-0212101

Chemical Property of 2-((3-Bromophenoxy)methyl)tetrahydro-2H-pyran

Chemical Property:

• Storage Temp.: Room temperature.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 270.02554
• Heavy Atom Count: 15
• Complexity: 187

Purity/Quality:

≥95% ^*data from raw suppliers

2-((3-Bromophenoxy)methyl)tetrahydro-2H-pyran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCOC(C1)COC2=CC(=CC=C2)Br

Technology Process of 2-((3-Bromophenoxy)methyl)tetrahydro-2H-pyran

There total 1 articles about 2-((3-Bromophenoxy)methyl)tetrahydro-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: 88.0%

2-(bromomethyl)tetrahydro-2H-pyran (34723-82-5,130233-15-7,130233-16-8) + 3-Bromophenol (591-20-8) → 2-((3-bromophenoxy)methyl)tetrahydro-2H-pyran (1155511-07-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 150 ℃; for 2h;

Reference yield:

2-((3-bromophenoxy)methyl)tetrahydro-2H-pyran (1155511-07-1) + bis(pinacol)diborane (73183-34-3) → 2-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxymethyl]tetrahydropyran (1272666-94-0)

Guidance literature:

With potassium acetate; 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In N,N-dimethyl-formamide; at 80 ℃; for 15h; Inert atmosphere;

Reference yield:

2-((3-bromophenoxy)methyl)tetrahydro-2H-pyran (1155511-07-1) → (S)-2-(3-bromophenoxymethyl)tetrahydropyran (1272667-11-4) + (R)-2-(3-bromophenoxymethyl)tetrahydropyran (1272667-10-3)

Guidance literature:

With Chiralpak OD- H; Resolution of racemate;

upstream raw materials:

2-(bromomethyl)tetrahydro-2H-pyran

3-Bromophenol

Downstream raw materials:

2-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxymethyl]tetrahydropyran

(S)-2-(3-bromophenoxymethyl)tetrahydropyran

(R)-2-(3-bromophenoxymethyl)tetrahydropyran

Refernces

• 1、 -. "ETHER DERIVATIVES OF BICYCLIC HETEROARYLS". Page/Page column 66. . Retrieved 2011/04/18.