Nitric Acid → n-(6-Nitro-2,3-dihydrobenzofuran-5-yl)acetamide

HRID 629679Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 629679
[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]2[O:12][CH2:11][CH2:10][C:9]=2[CH:13]=1)(=[O:3])[CH3:2].[N+:14]([O-])([OH:16])=[O:15]>CC(O)=O>[C:1]([NH:4][C:5]1[C:6]([N+:14]([O-:16])=[O:15])=[CH:7][C:8]2[O:12][CH2:11][CH2:10][C:9]=2[CH:13]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 129085765-Acetylamino-2,3-dihydrobenzofuran

Produkt 1

HCID 13069186n-(6-Nitro-2,3-dihydrobenzofuran-5-yl)acetamideAusbeute 93,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

The product obtained in Step 3 (6.0 g, 33.9 mmol) was dissolved in AcOH (100 mL), then HNO3 (1.9 mL, 47.5 mmol) was added. The reaction mixture was stirred at room temperature for 1 h, then poured into ice-water. The water layer was extracted with ethyl acetate. The organic layer was dried, concentrated, purified by column chromatography to obtain a product (7.0 g, 93.3%).

Aufarbeitung

  1. extractionThe water layer was extracted with ethyl acetate
  2. customThe organic layer was dried
  3. concentrationconcentrated
  4. custompurified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-edf3e6b8314e4c38a56362f75b2c8904
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09315513B2

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