To a suspension of Starting Material in methanol, thionylchloride was added dropwise at 5°C under a nitrogen atmosphere. The reaction was refluxed for until starting material is consumed by stirring under nitrogen. The solvent and excess thionylchloride were removed by distillation. The residue solid was washed with dry diethylether/E.A.and dried to get product
To a suspension of Starting Material in methanol, thionylchloride was added dropwise at 5°C under a nitrogen atmosphere. The reaction was refluxed for until starting material is consumed by stirring under nitrogen. The solvent and excess thionylchloride were removed by distillation. The residue solid was washed with dry diethylether/E.A.and dried to get product
Esterification of carboxyl groups in amino acid is not the same as usual esterification reactions because in this case you have amino group which can also react with carboxyl groups. I think it will be better if you follow the method suggested by Raju Thombal. Just keep in mind that anyhow you have to avoid or minimise the reaction in between NH2 and COOH groups.
Try methyl (or ethyl) orthoesters, or O-methyl (or ethyl) isoureas. The isoureas worked well in my experience on small molecules (not amino acids), but purifying ureas can be tedious.
The basic concept in case for the esterification of COOH in amino acids is the protection of amino functionality. And this could be acheived in any acidic conditions, as it will form the salt (eg. HCl salt) and keep amino group unscathed.
Simply take amino acid in methanol(for methyl ester) or ethanol (for ethyl ester), keep under ice bath, add slowly dropwise thionyl chloride, after completion of addition remove ice bath and stirr at rt for overnight (or reflux for 3 hr); after completion of reaction remove all volatiles, wash with ether and dried to get the ester of amino acid (where amine in salt form). If you want free amine basify it with NaHCO3 aqueous solution and extract in ethyl cateate.
dissolve amino acid in ethanol and cool it to zero degree.after that drop wise add SOCl2 with stirring and stirr for one more hour.then reflux it for 12 hours and dry on rotary evaporator.