4-(Tetrahydropyranyloxymethyl)benzyl chloride

Base Information

• Chemical Name: 4-(Tetrahydropyranyloxymethyl)benzyl chloride
• CAS No.: 171358-70-6
• Molecular Formula: C13H17ClO2
• Molecular Weight: 240.73
• DSSTox Substance ID: DTXSID10440796
• Nikkaji Number: J3.000.551A
• Mol file: 171358-70-6.mol

Synonyms:4-(Tetrahydropyranyloxymethyl)benzyl chloride;171358-70-6;2-(4-(chloromethyl)benzyloxy)tetrahydro-2H-pyran;2-[4-(Chloromethyl)benzyloxy]tetrahydro-2H-pyran;2-((4-(Chloromethyl)benzyl)oxy)tetrahydro-2H-pyran;2-[[4-(chloromethyl)benzyl]oxy]tetrahydro-2h-pyran;SCHEMBL2849400;DTXSID10440796;ZVIPDBFFUROCBU-UHFFFAOYSA-N

Chemical Property of 4-(Tetrahydropyranyloxymethyl)benzyl chloride

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 240.0917075
• Heavy Atom Count: 16
• Complexity: 190

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCOC(C1)OCC2=CC=C(C=C2)CCl

Technology Process of 4-(Tetrahydropyranyloxymethyl)benzyl chloride

There total 3 articles about 4-(Tetrahydropyranyloxymethyl)benzyl chloride 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: 95.0%

3,4-dihydro-2H-pyran (110-87-2) + 4-(hydroxymethyl)benzyl chloride (16473-35-1) → 4-<(tetrahydropyranyloxy)methyl>benzyl chloride (171358-70-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1021/jo951847u

Reference yield:

p-xylylene glycol (589-29-7) → 4-<(tetrahydropyranyloxy)methyl>benzyl chloride (171358-70-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / SOCl₂ / CHCl₃ / 1 h / 0 °C

2: 95 percent / puridinium p-toluenesulfonate / CH₂Cl₂ / 24 h / Ambient temperature

With thionyl chloride; pyridinium p-toluenesulfonate; In dichloromethane; chloroform;

DOI:10.1021/jo951847u

Reference yield:

p-methyloxycarbonylbenzyl chloride (34040-64-7) → 4-<(tetrahydropyranyloxy)methyl>benzyl chloride (171358-70-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane; hexane / -78 - 0 °C / Inert atmosphere

2: pyridinium p-toluenesulfonate / dichloromethane / 20 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In hexane; dichloromethane;

DOI:10.1039/c5ob01286d

upstream raw materials:

3,4-dihydro-2H-pyran

4-(hydroxymethyl)benzyl chloride

p-xylylene glycol

p-methyloxycarbonylbenzyl chloride

Downstream raw materials:

1,3-bis(4-(tetrahydropyranyloxymethyl)benzyl)-(4α,5α,6β,7β)-hexahydro-5,6-(1-methylidene)bis(oxy)-2-phenoxy-4,7-bisbenzyl-1H-1,3,2-diazaphosphepine-2-oxide

methyl 3,5-bis[4-(tetrahydropyranyloxymethyl)benzyloxy]benzoate

3,5-bis[4-(tetrahydropyranyloxymethyl)benzyloxy]benzyl alcohol

3,5-bis[4-(tetrahydropyranyloxymethyl)benzyloxy]benzyl alcohol