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Ammonia → HCID 79848845, Verbindung

HRID 1523301
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1523301
[O:1]1[CH2:5][CH2:4]/[C:3](=[CH:6]/[C:7]([O:9][CH2:10][CH3:11])=[O:8])/[CH2:2]1.[NH3:12]>O1CCOCC1.CO>[NH2:12][C:3]1([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:4][CH2:5][O:1][CH2:2]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 222AmmoniaHCID 101393316HCID 101393316, Verbindung

Produkt 1

HCID 79848845HCID 79848845, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

Ethyl (2Z)-dihydrofuran-3(2H)-ylideneacetate (Preparation 36, 1.29 g, 8.25 mmol) was stirred in 1,4-dioxane (7 mL) in a microwave vial. A solution of 7M ammonia in methanol (5 mL) was added and the reaction heated for 4 hours at 150° C. in a Biotage Initiator™ microwave. The reaction was concentrated in vacuo, but later deemed not to have reached completion. A solution of 7M ammonia in methanol (7 mL) was added and the reaction heated again for 3 hours at 150° C. in the microwave. A further portion of 7M ammonia in methanol (3 mL) was added and the reaction heated for a further 2 hours. The reaction was concentrated in vacuo to afford the title compound along with the methyl ester where trans-esterification had occurred. The material was used without further purification in the next step.

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo
  2. additionA solution of 7M ammonia in methanol (7 mL) was added
  3. temperaturethe reaction heated again for 3 hours at 150° C. in the microwave
  4. additionA further portion of 7M ammonia in methanol (3 mL) was added
  5. temperaturethe reaction heated for a further 2 hours
  6. concentrationThe reaction was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-37f18b38cd504054b40ddee565b467b3
Quelldatensatz
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09079878B2

Notizen zur Reaktion

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