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Butylamine → N-butyl-2-phenoxyacetamide

HRID 651046
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 651046
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].[O:6]([CH2:13][C:14](Cl)=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(Cl)Cl>[CH2:1]([NH:5][C:14](=[O:15])[CH2:13][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:2][CH2:3][CH3:4]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 8007ButylamineHCID 69703Phenoxyacetyl chloride

Produkt 1

HCID 5011881N-butyl-2-phenoxyacetamideAusbeute 104,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

A 100 mL 3-neck, round-bottom flask was charged with N-butylamine (8 mL, 80 mmol) and CH2Cl2 (20 mL) under N2 purge. The reaction was cooled to −10° C. Phenoxylacetylchloride (2.8 mL, 20 mmol) was slowly added via syringe, and the reaction was stirred at −10° C. for 5 minutes and warmed to room temperature. After 2 hours, the solvent was removed under vacuum. The reaction was diluted with water and extracted with EtOAc (3×20 mL). The combined organic layers were washed with brine (20 mL), dried (Na2SO4), filtered, and concentrated under vacuum. The pale yellow oil crystallized upon standing to provide 4.32 g of the title compound as a pale yellow crystalline solid. MS (DCI/NH3) m/z 225 (M+H)+.

Aufarbeitung

  1. custompurge
  2. temperaturewarmed to room temperature
  3. waitAfter 2 hours
  4. customthe solvent was removed under vacuum
  5. additionThe reaction was diluted with water
  6. extractionextracted with EtOAc (3×20 mL)
  7. washThe combined organic layers were washed with brine (20 mL)
  8. dry with materialdried (Na2SO4)
  9. filtrationfiltered
  10. concentrationconcentrated under vacuum
  11. customThe pale yellow oil crystallized

Quellen und Nachweise

ORD-Eintrag
ord-173ba56b755e4dc5a657b354d911abd0
Quelldatensatz
uspto-grants-2001_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06277871B1

Notizen zur Reaktion

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