Hell-Volhard-Zelinskii reaction mechanism

Problem 22.6 If methanol rather than water is added at the end of a Hell-Volhard-Zelinskii reaction, an ester rather than an acid is produced. Show how you could cany out the following transformation, and propose a mechanism for the ester-forming step. 

Amino acids can also be prepared by a two-step sequence that involves Hell— Volhard-Zelinskii reaction of a carboxylic acid followed by treatment with ammonia. Show how you would prepare leucine, (C bCHCl-HClKNPfylCC H, and identify the mechanism of the second step. 

Heat of combustion, 113 Heat of hydrogenation, 186 table of, 187 Heat of reaction, 154 Helicase, DNA replication and, 1106 Hell-Volhard-Zelinskii reaction, 849 amino acid synthesis and. 1025 mechanism of, 849 Heme, biosynthesis of, 966 structure of, 946 Hemiacetal, 717 Hemiketal, 717 Hemithioacetal, 1148 Henderson-Hasselbalch equation,... 

In order to introduce an S03 group into long-chain fatty acids, direct sulfonation with sulfur trioxide had been suggested in 1962 [29], similar to the Hell-Volhard-Zelinskii reaction of the a-bromation studied by Watson [34], Ten years previously de Boer had reviewed this mechanism among others for lower aliphatic sulfocarboxylic acids [35]. The sulfonation process was proposed as a two-step mechanism. The first step is the rapid addition of the S03 into... 

---