Reaktion #5875

Reaktionsgleichung

2,3-dihydro-3-methyl-1H-inden-1-one

methyl 2-aminoacetate

thiophene

sodium formate

→

methyl N-(2,3-dihydro-3-methyl-1H-inden-1-yl)glycine

Ausbeute 54.1%

Lösungsmittel

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture is evaporated
2. 2
   workup.ADDITION1,1'-oxybisethane is added
3. 3
   ExtraktionThe separated organic layer is extracted with a hydrochloric acid solution 10%
4. 4
   Extraktionthe product is extracted with 1,1'-oxybisethane
5. 5
   SonstigeThe combined extracts are dried
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated

Vorschrift

A mixture of 21 parts of 2,3-dihydro-3-methyl-1H-inden-1-one, 25 parts of methyl 2-aminoacetate, 2 parts of a solution of thiophene in methanol 4%, 25 parts of sodium formate and 480 parts of methanol is hydrogenated in a Parr-apparatus and at 50° C. with 5 parts of palladium-on-charcoal catalyst 10%. The reaction mixture is evaporated. The residue is taken up in water and 1,1'-oxybisethane is added. The separated organic layer is extracted with a hydrochloric acid solution 10%. The aqueous layer is made alkaline and the product is extracted with 1,1'-oxybisethane. The combined extracts are dried, filtered and evaporated, yielding 19 parts (54.1%) of methyl N-(2,3-dihydro-3-methyl-1H-inden-1-yl)glycine as a residue.

Quelle