4-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethyl)benzaldehyde

Base Information

• Chemical Name: 4-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethyl)benzaldehyde
• CAS No.: 163164-46-3
• Molecular Formula: C14H18O3
• Molecular Weight: 234.295
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID70595014
• Mol file: 163164-46-3.mol

Synonyms:163164-46-3;4-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethyl)benzaldehyde;4-[2-(oxan-2-yloxy)ethyl]benzaldehyde;4 - (2 - ((Tetrahydro - 2H - pyran - 2 - yl)oxy)ethyl)benzaldehyde;4-[2-[(Tetrahydro-2H-pyran-2-yl)oxy]ethyl]benzaldehyde;SCHEMBL6202374;DTXSID70595014;KURVTAWKMHFPFL-UHFFFAOYSA-N;4-{2-[(Oxan-2-yl)oxy]ethyl}benzaldehyde;DB-331513;W17919;4-(2-(2-tetrahydropyranyloxy)ethyl)benzaldehyde;4-(2-(2-tetrahydropyranyloxy)ethyl)-benzaldehyde;4-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)benzaldehyde;4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-benzaldehyde;Benzaldehyde, 4-[2-[(tetrahydro-2H-pyran-2-yl)oxy]ethyl]-

Chemical Property of 4-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethyl)benzaldehyde

Chemical Property:

• Boiling Point: 368.6±37.0 °C(Predicted)
• PSA: 35.53000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 2.58480
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 234.125594432
• Heavy Atom Count: 17
• Complexity: 222

Purity/Quality:

97% ^*data from raw suppliers

4-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethyl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCOC(C1)OCCC2=CC=C(C=C2)C=O
• Uses: 4-[2-[(Tetrahydro-2H-pyran-2-yl)oxy]ethyl]benzaldehyde is an intermediate in the synthesis of 4-(2-Hydroxyethyl)benzaldehyde (H827400), used in the synthesis of thromboxane receptor antagonists and -thromboxane synthase inhibitors based on a dioxane linkage.

Technology Process of 4-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethyl)benzaldehyde

There total 6 articles about 4-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethyl)benzaldehyde 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: 94.0%

4-(2-(tetrahydropyran-2-yloxy)ethyl)bromobenzene (79849-46-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-[2-(tetrahydropyran-2-yloxy)-ethyl]benzaldehyde (163164-46-3)

Guidance literature:

4-(2-(tetrahydropyran-2-yloxy)ethyl)bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Anhydrous conditions;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

Reference yield: 60.0%

TETRAHYDROPYRANE (142-68-7) + 4-mono(2-hydroxyethyl)benzaldehyde (163164-47-4) → 4-[2-(tetrahydropyran-2-yloxy)-ethyl]benzaldehyde (163164-46-3)

Guidance literature:

With tert.-butylhydroperoxide; ferrocene; phenylsilane; at 20 - 80 ℃; for 12h; Inert atmosphere;

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 4-[2-(tetrahydropyran-2-yloxy)-ethyl]benzaldehyde (163164-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / p-toluenesulfonic acid / CH₂Cl₂ / 2 h / 0 °C

2: 1.) n-BuLi / 1.) hexane, THF, -78 deg C, 1 h, 2.) hexane, THF, -78 deg C, 1.5 h

With n-butyllithium; toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1021/jm00010a005

upstream raw materials:

4-(2-(tetrahydropyran-2-yloxy)ethyl)bromobenzene

N,N-dimethyl-formamide

3,4-dihydro-2H-pyran

4-bromophenethanol

Downstream raw materials:

4-mono(2-hydroxyethyl)benzaldehyde

4-(1,3-dioxan-2-yl)phenylethanol

(E)-7-{4-[2-(4-Formyl-phenyl)-ethoxy]-phenyl}-7-pyridin-3-yl-hept-6-enoic acid ethyl ester

(E)-7-{4-[2-(4-[1,3]Dioxan-2-yl-phenyl)-ethoxy]-phenyl}-7-pyridin-3-yl-hept-6-enoic acid ethyl ester