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Hydrochloric Acid → Methyl 6,6,6-trifluoro-5-hydroxynorleucinate hydrochloride

HRID 1844199
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1844199
[ClH:1].[F:2][C:3]([F:14])([F:13])[CH:4]([OH:12])[CH2:5][CH2:6][C@@H:7]([C:9]([OH:11])=[O:10])[NH2:8].[CH3:15]O>>[ClH:1].[F:2][C:3]([F:13])([F:14])[CH:4]([OH:12])[CH2:5][CH2:6][C@@H:7]([C:9]([O:11][CH3:15])=[O:10])[NH2:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 90115630Rac-6,6,6-trifluoro-5-hydroxynorleucine

Produkt 1

HCID 86718222Methyl 6,6,6-trifluoro-5-hydroxynorleucinate hydrochloride

Versuchsvorschrift

1.4 ml of saturated hydrochloric acid in methanol were added to 150 mg (0.7 mmol) of rac-6,6,6-trifluoro-5-hydroxynorleucine (stereoisomer mixture), and the mixture was stirred under reflux overnight. The reaction solution was concentrated, another 1.5 ml of saturated hydrochloric acid in methanol were added and the mixture was stirred under reflux overnight. The reaction solution was concentrated and the residue was dried under high vacuum. This gave 185 mg (99% of theory) of the target compound.

Aufarbeitung

  1. temperatureunder reflux overnight
  2. concentrationThe reaction solution was concentrated
  3. additionanother 1.5 ml of saturated hydrochloric acid in methanol were added
  4. stirringthe mixture was stirred
  5. temperatureunder reflux overnight
  6. concentrationThe reaction solution was concentrated
  7. customthe residue was dried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-fccb93fb15a0462990f4a2d05e95feab
Quelldatensatz
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08946215B2

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