3-((Benzyloxy)methyl)furan

Base Information

• Chemical Name: 3-((Benzyloxy)methyl)furan
• CAS No.: 89858-76-4
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• DSSTox Substance ID: DTXSID10525310
• Nikkaji Number: J980.597D
• Wikidata: Q82392817
• Mol file: 89858-76-4.mol

Synonyms:89858-76-4;3-((Benzyloxy)methyl)furan;3-[(Benzyloxy)methyl]furan;3-benzyloxymethyl-furan;SCHEMBL22614491;DTXSID10525310

Chemical Property of 3-((Benzyloxy)methyl)furan

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 152

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC2=COC=C2

Technology Process of 3-((Benzyloxy)methyl)furan

There total 15 articles about 3-((Benzyloxy)methyl)furan 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: 98.0%

furan-3-methanol (4412-91-3) + benzyl bromide (100-39-0) → (benzyloxy)-(3-furyl)methane (89858-76-4)

Guidance literature:

furan-3-methanol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.5h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃;

DOI:10.1021/ja403757p

Reference yield: 97.0%

furan-3-methanol (4412-91-3) → (benzyloxy)-(3-furyl)methane (89858-76-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

DOI:10.3987/COM-08-S(F)40

Reference yield: 95.0%

4-(benzyloxymethyl)-2(5H)-furanone (133435-76-4) → (benzyloxy)-(3-furyl)methane (89858-76-4) + (E)-2-Benzyloxymethyl-but-2-ene-1,4-diol (190896-38-9)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; hexane; 1.) -78 deg C, 25 min, 2.) 0 deg C, 2 h, then 25 deg C, 2 h;

DOI:10.1016/S0040-4020(97)00453-5

upstream raw materials:

4-(benzyloxymethyl)-2(5H)-furanone

furan-3-methanol

benzyl bromide

(+/-)-2-benzyloxymethyl-2-ethynyloxirane

Downstream raw materials:

α-phenyl-3-furanethanol

4,4'-bis(benzyloxymethyl)-2,2'-bifuran

C₂₈H₃₈O₈

C₃₆H₄₆O₁₀

Refernces

• 1、 -. "SUBSTITUTED CYCLOALKYLS AS MODULATORS OF THE INTEGRATED STRESS PATHWAY". Page/Page column 236; 237. . Retrieved 2020/11/12.
• 2、 Li, Na-Na,Zhang, Yan-Lei,Mao, Shuai,Gao, Ya-Ru,Guo, Dong-Dong,Wang, Yong-Qiang. "Palladium-catalyzed C-H homocoupling of furans and thiophenes using oxygen as the oxidant". supporting information. p. 2732 - 2735. Retrieved 2014/06/09.