(2-Hydroxyphenyl)(2-methyl-2,3-dihydrothiophen-2-yl)methanone

Base Information

• Chemical Name: (2-Hydroxyphenyl)(2-methyl-2,3-dihydrothiophen-2-yl)methanone
• CAS No.: 20409-64-7
• Molecular Formula: C11H8O2S
• Molecular Weight: 220.28700
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20702716
• Mol file: 20409-64-7.mol

Synonyms:DTXSID20702716;(2-Hydroxyphenyl)(2-methyl-2,3-dihydrothiophen-2-yl)methanone

Chemical Property of (2-Hydroxyphenyl)(2-methyl-2,3-dihydrothiophen-2-yl)methanone

Chemical Property:

• PSA: 62.60000
• LogP: 2.98420
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 220.05580079
• Heavy Atom Count: 15
• Complexity: 287

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC=CS1)C(=O)C2=CC=CC=C2O

Technology Process of (2-Hydroxyphenyl)(2-methyl-2,3-dihydrothiophen-2-yl)methanone

There total 15 articles about (2-Hydroxyphenyl)(2-methyl-2,3-dihydrothiophen-2-yl)methanone 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%

(2-methoxyphenyl)thiophen-2-ylmethanone (6933-34-2) → (2-hydroxyphenyl)(thiophen-2-yl)methanone (20409-64-7)

Guidance literature:

With hydrogen bromide; for 5h; Heating;

DOI:10.1111/j.2042-7158.1995.tb06738.x

Reference yield: 81.0%

C11H8O5S2 → (2-hydroxyphenyl)(thiophen-2-yl)methanone (20409-64-7)

Guidance literature:

With dipotassium hydrogenphosphate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 8h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/chem.201903816

Reference yield: 63.0%

2-bromothiophene (1003-09-4) + salicylaldehyde (90-02-8) → (2-hydroxyphenyl)(thiophen-2-yl)methanone (20409-64-7)

Guidance literature:

With dicarbonylacetylacetonato rhodium (I); sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 120 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201700881

upstream raw materials:

2-aminophenyl-(thien-2-yl)methanone

phenyl thiophene-2-carboxylate

thiophene

2-Methoxybenzoyl chloride

Downstream raw materials:

C₁₃H₁₁NO₃S

(2-methoxyphenyl)thiophen-2-ylmethanone

2-thienyl 2'-hydroxyphenyl ketone oxime

Refernces

• 1、 Ruzi, Rehanguli,Ma, Junyang,Yuan, Xiang-Ai,Wang, Wenliang,Wang, Shanshan,Zhang, Muliang,Dai, Jie,Xie, Jin,Zhu, Chengjian. "Deoxygenative Arylation of Carboxylic Acids by Aryl Migration". supporting information. p. 12724 - 12729. Retrieved 2019/11/05.
• 2、 Motherwell,Vazquez. "A concise approach to the preparation of 2-hydroxydiarylketones by an intramolecular acyl radical ipso substitution". . p. 9667 - 9671. Retrieved 2007/10/03.