Reaktion #69630

Reaktionsgleichung

tin

compound XXII

1,1-dimethyl-ethyl N-(2,3-dichloro-6-nitrobenzyl)glycine

1,1-dimethyl-ethyl N-(2,3-dichloro-6-nitrobenzyl)glycine

→

1,1-dimethyl-ethyl-(6-amino-2,3-dichlorobenzyl)glycine

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe catalyst is then removed by filtration
2. 2
   Einengenthe filtrate concentrated
3. 3
   workup.ADDITIONdiluted with water
4. 4
   SonstigeThe organic phase is separated
5. 5
   Einengenconcentrated
6. 6
   Sonstigethe crude material purified by low temperature recrystallization

Vorschrift

Where possible, the invention seeks to avoid the use of a tin-reagent to effect the reduction. Thus in another procedure according to the invention, 1,1-dimethyl-ethyl N-(2,3-dichloro-6-nitrobenzyl)glycine (compound XXII) may also be catalytically hydrogenated using a metal or metal-based catalyst such as platinum, platinum oxide, rhodium, and palladium on carbon under hydrogen pressure. The catalyst is then removed by filtration and the filtrate concentrated, diluted with water and an organic solvent and basified using an alkali to a pH of about 9-10. The organic phase is separated and concentrated and the crude material purified by low temperature recrystallization to give 1,1-dimethyl-ethyl-(6-amino-2,3-dichlorobenzyl)glycine.

Quelle