1-(thiophen-2-yl)-2-(p-tolyl)ethan-1-one

Base Information

• Chemical Name: 1-(thiophen-2-yl)-2-(p-tolyl)ethan-1-one
• CAS No.: 127264-21-5
• Molecular Formula: C₁₃H₁₂OS
• Molecular Weight: 216.304
• Mol file: 127264-21-5.mol

Synonyms:1-(thiophen-2-yl)-2-(p-tolyl)ethan-1-one

Chemical Property of 1-(thiophen-2-yl)-2-(p-tolyl)ethan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(thiophen-2-yl)-2-(p-tolyl)ethan-1-one

There total 4 articles about 1-(thiophen-2-yl)-2-(p-tolyl)ethan-1-one 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: 80.0%

2-Acetylthiophene (88-15-3,97511-16-5) + para-chlorotoluene (106-43-4) → 1-(thiophen-2-yl)-2-(p-tolyl)ethan-1-one (127264-21-5)

Guidance literature:

With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; sodium t-butanolate; In 1,4-dioxane; at 90 ℃; for 18h; Inert atmosphere; Sealed tube;

DOI:10.1002/ejoc.201200951

Reference yield: 63.0%

2-Acetylthiophene (88-15-3,97511-16-5) + toluene (108-88-3,15644-74-3,16713-13-6) → 1-(thiophen-2-yl)-2-(p-tolyl)ethan-1-one (127264-21-5)

Guidance literature:

toluene; With thianthrene-5-oxide; trifluoromethylsulfonic anhydride; In acetonitrile; at -20 - 20 ℃; for 0.666667h; Inert atmosphere; Schlenk technique;

2-Acetylthiophene; With palladium diacetate; cesium fluoride; XPhos; In N,N-dimethyl-formamide; acetonitrile; at 80 ℃; for 11h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c02913

Reference yield:

2-Acetylthiophene (88-15-3,97511-16-5) + 4-Methylphenylazo tert-butyl sulfide (146767-34-2) → 1-(thiophen-2-yl)-2-(p-tolyl)ethan-1-one (127264-21-5) + 2-Thienyl <(4-methylphenyl)hydrazono>methyl ketone (146767-43-3)

Guidance literature:

With potassium tert-butylate; Yield given. Multistep reaction. Yields of byproduct given; 2) room temp., 60 min;

DOI:10.1016/S0040-4020(01)80522-6

upstream raw materials:

2-Acetylthiophene

4-Methylphenylazo tert-butyl sulfide

thiophene

4-tolylacetic acid

Downstream raw materials:

2-(2-p-Tolyl-ethyl)-thiophene

Isopropyl-(1-thiophen-2-yl-2-p-tolyl-ethyl)-amine; hydrochloride

3,3-Dimethyl-1-morpholin-4-yl-5-[5-(2-p-tolyl-ethyl)-thiophen-2-yl]-pentan-1-one

3,3-Dimethyl-5-[5-(2-p-tolyl-ethyl)-thiophen-2-yl]-pentanoic acid

Refernces

• 1、 Crawford, Sarah M.,Alsabeh, Pamela G.,Stradiotto, Mark. "Palladium-catalyzed mono-α-arylation of carbonyl-containing compounds with aryl halides using dalphos ligands". . p. 6042 - 6050,9. Retrieved 2020/09/02.
• 2、 Dell'Erba,Novi,Petrillo,Tavani. "α-arylation vs. α-arylhydrazonylation of alkyl aryl ketones with arylazo tert-butyl sulfides". . p. 235 - 242. Retrieved 2007/10/02.