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Ethanol → Ethyl-2-(2-ethoxytetrahydrofuran-3-yl)-2-oxoacetate

HRID 78751
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 78751
[CH2:1]([O:3][C:4](=[O:12])[C:5]([C:7]1[CH2:11][CH2:10][O:9][CH:8]=1)=[O:6])[CH3:2].[CH2:13]([OH:15])[CH3:14].BrN1C(=O)CCC1=O>ClCCl>[CH2:1]([O:3][C:4](=[O:12])[C:5]([CH:7]1[CH2:11][CH2:10][O:9][CH:8]1[O:15][CH2:13][CH3:14])=[O:6])[CH3:2]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 702EthanolHCID 67184N-bromobutanimideHCID 11571862HCID 11571862, Verbindung

Produkt 1

HCID 67607633Ethyl-2-(2-ethoxytetrahydrofuran-3-yl)-2-oxoacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
7.5 °C

Versuchsvorschrift

Ethyl-2-(4,5-dihydrofuran-3-yl)-2-oxoacetate (100 g) was dissolved in dichloromethane (500 ml). Ethanol (150 ml) was added to reaction mass and then reaction mass was cooled to 5 to 10° C. N-bromosuccinimide (115 g) was added lot wise by maintaining temp below 10° C. Reaction mass was then stirred at 20-30° C. till completion of reaction. Reaction mass was washed with sodium bicarbonate solution (8%, 3×400 ml). Sodium sulphite solution (15%, 1700 ml) was charged to dichloromethane layer. Reaction mass was stirred for 8 hrs at 25-35° C. Organic and aqueous layer separated. Dichloromethane layer was washed with water (2×340 ml). Dichloromethane layer was then concentrated to residue to get Ethyl-2-(2-ethoxytetrahydrofuran-3-yl)-2-oxoacetate (Yield 114 g)

Aufarbeitung

  1. customreaction mass
  2. temperatureby maintaining temp below 10° C
  3. customReaction mass
  4. customReaction mass
  5. washwas washed with sodium bicarbonate solution (8%, 3×400 ml)
  6. additionSodium sulphite solution (15%, 1700 ml) was charged to dichloromethane layer
  7. customReaction mass
  8. stirringwas stirred for 8 hrs at 25-35° C
  9. customOrganic and aqueous layer separated
  10. washDichloromethane layer was washed with water (2×340 ml)
  11. concentrationDichloromethane layer was then concentrated to residue

Quellen und Nachweise

ORD-Eintrag
ord-95f55e150f2a4274979fca4084e900ca
Quelldatensatz
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08841467B2

Notizen zur Reaktion

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