Reaktion #433490

Reaktionsgleichung

L-Phenylalanine, methyl ester, hydrochloride

hydrogen

hydrogen

→

(S)-α-aminocyclohexanepropanoic acid, methyl ester, hydrochloride

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe catalyst is filtered
2. 2
   Einengenthe filtrate concentrated under reduced pressure to a volume of about 500 ml
3. 3
   workup.ADDITIONDiethyl ether, about 1 liter, is added to the thick slurry of crystals
4. 4
   Filtrationthe mixture filtered
5. 5
   Waschenwashed with diethyl ether

Vorschrift

L-Phenylalanine, methyl ester, hydrochloride, 292 g (1.35 mol) in about 4 L of methanol is exposed to hydrogen gas in the presence of 10% Rhodium on carbon catalyst. After hydrogen uptake is complete, the catalyst is filtered and the filtrate concentrated under reduced pressure to a volume of about 500 ml. Diethyl ether, about 1 liter, is added to the thick slurry of crystals and the mixture filtered and washed with diethyl ether to afford 288.9 g of (S)-α-aminocyclohexanepropanoic acid, methyl ester, hydrochloride; mp 157°-159° C.; [α]D23 =+21.6° (c=1.09% methanol).

Quelle