1-(o-hydroxyphenyl)-3-phenylpropargylic alcohol

Base Information

• Chemical Name: 1-(o-hydroxyphenyl)-3-phenylpropargylic alcohol
• CAS No.: 109365-86-8
• Molecular Formula: C₁₅H₁₂O₂
• Molecular Weight: 224.259
• Mol file: 109365-86-8.mol

Synonyms:1-(o-hydroxyphenyl)-3-phenylpropargylic alcohol

Chemical Property of 1-(o-hydroxyphenyl)-3-phenylpropargylic alcohol

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(o-hydroxyphenyl)-3-phenylpropargylic alcohol

There total 5 articles about 1-(o-hydroxyphenyl)-3-phenylpropargylic alcohol 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: 78.0%

salicylaldehyde (90-02-8) + phenylacetylene (536-74-3) → 1-(o-hydroxyphenyl)-3-phenylpropargylic alcohol (109365-86-8)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 0.5h; Inert atmosphere;

salicylaldehyde; In tetrahydrofuran; hexane; at -40 - 0 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.02.074

Reference yield: 66.0%

2-(1-Hydroxy-3-phenyl-2-propynyl)-(2-propenyloxy)benzene (845464-90-6) + morpholine (110-91-8,99108-56-2) + carbon monoxide (201230-82-2) → N-allylmorpholine (696-57-1) + 2-(benzofuran-2-yl)-1-(morpholin-4-yl)-2-phenylethanone + 1-(o-hydroxyphenyl)-3-phenylpropargylic alcohol (109365-86-8)

Guidance literature:

With triphenylphosphine; potassium iodide; palladium(II) iodide; In methanol; at 100 ℃; for 15h; under 22801.5 Torr;

DOI:10.1021/jo701956k

Reference yield: 65.0%

phenylethynylmagnesium bromide (6738-06-3) + 2-methyl-benzyl alcohol (89-95-2) → 1-(o-hydroxyphenyl)-3-phenylpropargylic alcohol (109365-86-8)

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 1.5h;

DOI:10.1002/adsc.200606037

upstream raw materials:

phenylethynylmagnesium bromide

2-methyl-benzyl alcohol

2-(1-Hydroxy-3-phenyl-2-propynyl)-(2-propenyloxy)benzene

morpholine

Downstream raw materials:

(Z)-2-benzylidene-2,3-dihydrobenzofuran-3-ol

Refernces

• 1、 Gabriele, Bartolo,Mancuso, Raffaella,Salerno, Giuseppe,Costa, Mirco. "Cascade reactions: A new synthesis of 2-benzofuran-2-ylacetamides by sequential Pd(0)-catalyzed deallylation-Pd(II)-catalyzed aminocarbonylative heterocyclization of 1-(2-allyloxyaryl)-2-yn-1-ols". . p. 9278 - 9282. Retrieved 2007.
• 2、 Du, Ji-Yuan,Ma, Yan-Hua,Yuan, Rui-Qing,Xin, Nana,Nie, Shao-Zhen,Ma, Chun-Lin,Li, Chen-Zhong,Zhao, Chang-Qiu. "Metal-Free One-Pot Synthesis of 3-Phosphinoylbenzofurans via Phospha-Michael Addition/Cyclization of H-Phosphine Oxides and in Situ Generated ortho-Quinone Methides". supporting information. p. 477 - 480. Retrieved 2018/01/28.