Ethyl bromoacetate → HCID 10568063, Verbindung

HRID 2078475Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2078475
[CH2:1]([N:8]1[CH:16]([OH:17])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]1=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].Br[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]>CN(C=O)C>[CH2:26]([O:25][C:23](=[O:24])[CH2:22][O:18][CH:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:16](=[O:17])[N:8]1[CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH3:27]

Komponenten

5

Edukt 3

HCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 32407432-benzyl-3-hydroxy-2,3-dihydro-1H-isoindol-1-one

Produkt 1

HCID 10568063HCID 10568063, VerbindungAusbeute 73,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of compound 20 (2.0 g, 8.4 mmol) in DMF (28 mL) at room temperature was added sodium hydride (235 mg, 8.8 mmol) and ethyl bromoacetate (1.03 mL, 9.2 mmol) and the resulting reaction mixture was allowed to stir at room temperature for 18 hours. The reaction mixture is poured onto water and extracted with ethyl acetate (3×100 mL). The combined ethyl acetate extracts were dried over anhydrous sodium sulfate and concentrated in vacuo to provide 2 g of 21 as a clear oil (2.73 g theoretical, 73% yield)

Aufarbeitung

  1. customthe resulting reaction mixture
  2. additionThe reaction mixture is poured onto water
  3. extractionextracted with ethyl acetate (3×100 mL)
  4. dry with materialThe combined ethyl acetate extracts were dried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3eba28d2902e4ad391a814b09ef1fb9d
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07928246B2

Notizen zur Reaktion

Wird geladen…