((2-Methylbut-3-YN-2-yloxy)methyl)benzene

Base Information

• Chemical Name: ((2-Methylbut-3-YN-2-yloxy)methyl)benzene
• CAS No.: 50420-73-0
• Molecular Formula: C₁₂H₁₄O
• Molecular Weight: 174.243
• European Community (EC) Number: 893-925-1
• Nikkaji Number: J3.027.077K
• Mol file: 50420-73-0.mol

Synonyms:50420-73-0;((2-METHYLBUT-3-YN-2-YLOXY)METHYL)BENZENE;2-methylbut-3-yn-2-yloxymethylbenzene;(((2-Methylbut-3-yn-2-yl)oxy)methyl)benzene;{[(2-methylbut-3-yn-2-yl)oxy]methyl}benzene;SCHEMBL17963379;MFCD28291836;AKOS030627625;AS-39235;EN300-341821;Z2731710743

Chemical Property of ((2-Methylbut-3-YN-2-yloxy)methyl)benzene

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C#C)OCC1=CC=CC=C1

Technology Process of ((2-Methylbut-3-YN-2-yloxy)methyl)benzene

There total 8 articles about ((2-Methylbut-3-YN-2-yloxy)methyl)benzene 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: 85.0%

benzyl bromide (100-39-0) + 2-methyl-but-3-yn-2-ol (115-19-5) → 3-(benzyloxy)-3-methylbut-1-yne (50420-73-0)

Guidance literature:

2-methyl-but-3-yn-2-ol; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; for 18h;

DOI:10.1021/ja0543705

Reference yield: 73.0%

4-(4,6-di-t-butyl-1,3,5-triazine-2-yl)-4-benzylmorpholinium trifluoromethanesulfonate + 2-methyl-but-3-yn-2-ol (115-19-5) → 3-(benzyloxy)-3-methylbut-1-yne (50420-73-0)

Guidance literature:

With magnesium oxide; In 1,2-dimethoxyethane; at 40 ℃; for 5h; Temperature; Molecular sieve;

DOI:10.1248/cpb.c17-00897

Reference yield: 59.0%

2-benzyloxy-1-methylpyridinium triflate (882980-43-0) + 2-methyl-but-3-yn-2-ol (115-19-5) → 3-(benzyloxy)-3-methylbut-1-yne (50420-73-0)

Guidance literature:

With magnesium oxide; In α,α,α-trifluorotoluene; at 120 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1039/c1ob06504a

upstream raw materials:

3-chloro-3-methylbut-1-yne

benzyl alcohol

benzyl bromide

2-methyl-but-3-yn-2-ol

Downstream raw materials:

ethyl 5-(benzyloxy)-5-methylhexa-2,3-dienoate

tert-butyl 5-(benzyloxy)-5-methylhex-3-ynoate

((6,6,6-trifluoro-2-methylhex-3-yn-2-yloxy)methyl)benzene

2-(4-(benzyloxy)-4-methylpent-2-yn-1-yl)tetrahydrofuran

Refernces

• 1、 Greenwood, Phillip D. G.,Grenet, Erwann,Waser, Jerome. "Palladium-Catalyzed Carbo-Oxygenation of Propargylic Amines using in Situ Tether Formation". supporting information. p. 3010 - 3013. Retrieved 2019/02/07.
• 2、 Karuo, Yukiko,Yamada, Kohei,Kunishima, Munetaka. "Development of triazine-based benzylating reagents possessing T-butyl group on the triazine core: Thermally controllable reagents for the initiation of reaction". . p. 303 - 308. Retrieved 2018/03/09.