2-((4-tolyl)ethynyl)tetrahydrofuran

Base Information

• Chemical Name: 2-((4-tolyl)ethynyl)tetrahydrofuran
• CAS No.: 1519058-85-5
• Molecular Formula: C₁₃H₁₄O
• Molecular Weight: 186.254
• Mol file: 1519058-85-5.mol

Synonyms:2-((4-tolyl)ethynyl)tetrahydrofuran

Chemical Property of 2-((4-tolyl)ethynyl)tetrahydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2-((4-tolyl)ethynyl)tetrahydrofuran

There total 12 articles about 2-((4-tolyl)ethynyl)tetrahydrofuran 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: 92.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + 1-(p-tolylethynyl)-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one → 2-((4-tolyl)ethynyl)tetrahydrofuran (1519058-85-5)

Guidance literature:

With benzophenone; at 20 ℃; for 16h; Molecular sieve; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.0c01573

Reference yield: 90.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + potassium (4-methylphenyl)ethynyltrifluoroborate → 2-((4-tolyl)ethynyl)tetrahydrofuran (1519058-85-5)

Guidance literature:

With gallium(III) trichloride; trityl chloride; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201407083

Reference yield: 84.0%

tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + 1-(2-bromoethynyl)-4-methylbenzene (33491-05-3) → 2-((4-tolyl)ethynyl)tetrahydrofuran (1519058-85-5)

Guidance literature:

With potassium acetate; at 150 ℃; for 12h; Sealed tube;

DOI:10.1039/c4ob00002a

upstream raw materials:

tetrahydrofuran

1-(2-bromoethynyl)-4-methylbenzene

4-tolyl iodide

3-(4-methylphenyl)prop-2-ynoic acid

Refernces

• 1、 Xie, Xiaofei,Liu, Jie,Wang, Lei,Wang, Min. "Visible-Light-Induced Alkynylation of α-C–H Bonds of Ethers with Alkynyl Bromides without External Photocatalyst". . p. 1534 - 1538. Retrieved 2019/09/06.
• 2、 Voutyritsa, Errika,Garreau, Marion,Kokotou, Maroula G.,Triandafillidi, Ierasia,Waser, Jér?me,Kokotos, Christoforos G.. "Photochemical Functionalization of Heterocycles with EBX Reagents: C?H Alkynylation versus Deconstructive Ring Cleavage**". supporting information. p. 14453 - 14460. Retrieved 2020/10/12.