Ethanol → Ethyl (S)-2-amino-3-(4-aminophenyl)propanoate
Reaktionsgleichung
[CH:1]1[C:6]([CH2:7][C@H:8]([NH2:12])[C:9]([OH:11])=[O:10])=[CH:5][CH:4]=[C:3]([NH2:13])[CH:2]=1.C(=O)(O)[O-].[Na+].[CH2:19](O)[CH3:20]>>[CH2:19]([O:10][C:9](=[O:11])[C@H:8]([CH2:7][C:6]1[CH:5]=[CH:4][C:3]([NH2:13])=[CH:2][CH:1]=1)[NH2:12])[CH3:20]Komponenten
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
About 40 g of dried L-4-amino phenylalanine was mixed with 1000 mL of ethanol. The reaction mass was dehydrated by distilling out about 20% of the ethanol added. To the dried reaction mixture about 300 g of dry hydrochloric acid gas was purged in. The reaction mass was warmed to about 80° C. and the reaction was promoted by removing condensation (water formed in the reaction) by distillation. The progress of the reaction was monitored by HPLC analysis. Upon completion of the esterification reaction, the reaction mass was neutralized with sodium bicarbonate and the precipitated inorganic salt was removed, isolated, washed with ethanol, and the filtrate was collected. The filtrate was concentrated by distillation and dehydrated to a thick mass. (the weight of reaction mass residue was 41 g; its purity 98%.)
Aufarbeitung
- distillationby distilling out about 20% of the ethanol
- additionadded
- customTo the dried reaction mixture about 300 g of dry hydrochloric acid gas
- customwas purged in
- customThe reaction
- customby removing
- customcondensation (water
- customformed in the reaction)
- distillationby distillation
- customUpon completion of the esterification reaction
- customthe precipitated inorganic salt was removed
- customisolated
- washwashed with ethanol
- customthe filtrate was collected
- concentrationThe filtrate was concentrated by distillation
- custom(the weight of reaction mass residue
Quellen und Nachweise
- ORD-Eintrag
- ord-80be2cbe1419454c95b527cb8596d213
- Quelldatensatz
- uspto-grants-2013_11
- Patentnummer
- US08575385B2
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