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Hydrochloric Acid → HCID 54116941, Verbindung

HRID 257331
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 257331
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][O:11][C:12]([C:14]1([F:20])[CH2:18][CH2:17][CH2:16][CH:15]1[OH:19])=[O:13].Cl>N1C=CC=CC=1>[CH3:10][O:11][C:12]([C:14]1([F:20])[CH2:18][CH2:17][CH2:16][CH:15]1[O:19][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 19783080HCID 19783080, Verbindung

Produkt 1

HCID 54116941HCID 54116941, VerbindungAusbeute 85,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

.045 g (3 mmol) of benzoyl chloride was added under ice cooling to a mixture of 0.5 g (3 mmol) of the 1-fluoro-2-hydroxy-1-cyclopentanecarboxylic acid methyl ester in cis form (compound number 2a) synthesized in Example 1 and 2 ml of pyridine, the temperature of the mixture was brought back to room temperature, and the mixture was stirred for 5 hours. The reaction solution was poured into a diluted aqueous hydrochloric acid solution and extracted with ethyl acetate and the extract was successively washed with saturated saline, a saturated aqueous sodium bicarbonate solution and saturated saline. The ethyl acetate layer was dried over anhydrous magnesium sulfate and the solvent was distilled away to obtain 0.68 g (yield: 84%) of the objective 2-benzoyloxy-1-fluoro-cyclopentanecarboxylic acid methyl ester in cis form (compound number 4a).

Aufarbeitung

  1. customwas brought back to room temperature
  2. extractionextracted with ethyl acetate
  3. washthe extract was successively washed with saturated saline
  4. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled away

Quellen und Nachweise

ORD-Eintrag
ord-551d9bbae9e54967b8024222f375619c
Quelldatensatz
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05262385

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