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Triethylamine → Benzyl (3,4,5-trifluorophenyl)acetate

HRID 546683
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 546683
C(N(CC)CC)C.Cl[C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10].[F:19][C:20]1[CH:21]=[C:22]([CH2:28]C(O)=O)[CH:23]=[C:24]([F:27])[C:25]=1[F:26].O.C(=O)(O)[O-].[Na+]>C(Cl)Cl.CN(C1C=CN=CC=1)C.C(OCC)(=O)C>[F:19][C:20]1[CH:21]=[C:22]([CH2:28][C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH:23]=[C:24]([F:27])[C:25]=1[F:26]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 27779523,4,5-Trifluorophenylacetic acidHCID 86585896Sodium bicarbonate water

Produkt 1

HCID 86628508Benzyl (3,4,5-trifluorophenyl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 14284
4-(Dimethylamino)pyridine
Katalysator
HCID 6344DichloromethaneLösungsmittel
HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Triethylamine (0.808 mL) and benzyl chloroformate (0.752 mL) were sequentially added dropwise to a solution of 3,4,5-trifluorophenylacetic acid (1 g) in methylene chloride (15 mL) at 0° C., and the reaction solution was stirred at 0° C. for five minutes. DMAP (64.4 mg) was added to the reaction solution which was then stirred at 0° C. for 30 minutes. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 1.43 g of the title compound. The property values of the compound are as follows.

Aufarbeitung

  1. stirringwas then stirred at 0° C. for 30 minutes
  2. customthe organic layer was separated
  3. washThe resulting organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system)

Quellen und Nachweise

ORD-Eintrag
ord-0a109376805a4abd85f233325c4b350b
Quelldatensatz
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07935815B2

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