Synthesis of trans-5-propyl-2-(4′-bromine-phenyl)-tetrahydropyran was written by Gao, Feng-qin;He, Han-jiang;Guo, Qiang;Wang, Xiao-ming;Li, Peng;Zhang, Yan-jun. And the article was included in Jingxi Huagong in 2012.Computed Properties of C9H10BrNO2 This article mentions the following:
The starting material of 4-bromobenzene carboxylic acid was acylated to generate acyl chloride. Then, acyl chloride reacted with N,O-di-Me hydroxylamine hydrochloride to synthesize the amides, which then reacted with chlorovinylmagnesium to synthesize α, β unsaturated ketone. Meanwhile, allyl amine was synthesized from the reaction of pentanal with di-n-propylamine. By Michael addition reaction, α, β unsaturated ketone and allyl amine reacted to synthesize intramol. aldehyde and ketone, which further reacted to synthesize trans-5-propyl-2-(4′-bromine-phenyl)-tetrahydropyran (3PyPBr) with a purity of more than 99.5% by closed loop reaction and recrystallization with ethanol. In the experiment, the researchers used many compounds, for example, 4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2Computed Properties of C9H10BrNO2).
4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Computed Properties of C9H10BrNO2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics