반응 #433490

ord-c942be8064ee40cc8d3f8a6424edd60f

반응 방정식

COC(=O)[C@@H](N)Cc1ccccc1.Cl
L-Phenylalanine, methyl ester, hydrochloride
[H][H]
hydrogen
[H][H]
hydrogen
COC(=O)[C@@H](N)CC1CCCCC1.Cl
(S)-α-aminocyclohexanepropanoic acid, methyl ester, hydrochloride

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과the catalyst is filtered
  2. 2
    농축the 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
    여과the mixture filtered
  5. 5
    세척washed with diethyl ether

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05061808uspto-grants-1991_10