Scalable Methodology for the Catalytic, Asymmetric α-Bromination of Acid Chlorides was written by Dogo-Isonagie, Cajetan;Bekele, Tefsit;France, Stefan;Wolfer, Jamison;Weatherwax, Anthony;Taggi, Andrew E.;Lectka, Thomas. And the article was included in Journal of Organic Chemistry in 2006.Reference of 6834-42-0 This article mentions the following:
The optimization of a practical, catalytic, asym. process for the α-bromination of acid chlorides to produce synthetically versatile, optically active α-bromo esters was reported. A range of products was produced in high enantioselectivity and moderate to good chem. yields with retention of both upon scale-up. The reactions were catalyzed by cinchona alkaloid derivatives with the best performance achieved by the use of a proline cinchona alkaloid conjugate designed in a de novo fashion. Thus, PhCH2COCl in THF containing NaH, 15-crown-5, and the ester of N-Boc-proline with quinine at -78° reacted with 1,1,3,6-tetrabromo-2(1H)-naphthalenone for five hours to give 55% of the tribromonaphthyl bromophenylacetate I with 99% enantiomeric excess. In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0Reference of 6834-42-0).
2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Reference of 6834-42-0
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics