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Ethyl trifluoroacetate → 2,2,2-trifluoro-N-[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl]acetamide

HRID 2220594
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2220594
[CH3:1][C@H:2]([NH2:12])[C@H:3]([OH:11])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[F:13][C:14]([F:21])([F:20])[C:15](OCC)=[O:16]>C(O)C>[F:13][C:14]([F:21])([F:20])[C:15]([NH:12][C@@H:2]([CH3:1])[C@H:3]([OH:11])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)=[O:16]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 9794Ethyl trifluoroacetateHCID 6931143P-Hydroxynorephedrine

Produkt 1

HCID 866117652,2,2-trifluoro-N-[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl]acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A suspension of (−)-4-hydroxynorephedrine (90 g) and ethyl trifluoroacetate (96 mL) in ethanol (543 mL) was stirred at room temperature for 4 hrs. The reaction mixture was concentrated in vacuo, and then ethyl acetate and water were added to the residue. The organic layer was separated, washed successively with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to afford the title compound (128 g).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionethyl acetate and water were added to the residue
  3. customThe organic layer was separated
  4. washwashed successively with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7eaf8629a8664a5a9753d07add479174
Quelldatensatz
uspto-grants-2008_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07417169B2

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