Sodium hydride → Ethyl 3-bromo-5-(2-oxo-1-pyrrolidinyl)benzoate

HRID 269561Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 269561
[H-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]([CH:12]=[C:13]([NH:15][C:16](=[O:21])[CH2:17][CH2:18][CH2:19]Cl)[CH:14]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8]>C1COCC1>[Br:3][C:4]1[CH:5]=[C:6]([CH:12]=[C:13]([N:15]2[CH2:19][CH2:18][CH2:17][C:16]2=[O:21])[CH:14]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8]

Komponenten

4

Edukt 2

HCID 24758Sodium hydrideHCID 69312186Ethyl 3-bromo-5-[(4-chlorobutanoyl)amino]benzoate

Produkt 1

HCID 69310922Ethyl 3-bromo-5-(2-oxo-1-pyrrolidinyl)benzoateAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Sodium hydride, 60% suspension in oil (186 mg, 4.65 mmol) was added portionwise over 2 mins to a solution of ethyl 3-bromo-5-[(4-chlorobutanoyl)amino]benzoate (1.35 g, 3.87 mmol) in dry THF (50 ml) under nitrogen. The reaction mixture was stirred at room temperature for 2 hours. The reaction was quenched by the careful addition of water (25 ml). Diethyl ether (50 ml) was added. The organic phase was washed with water, dried and evaporated to give the title compound as a yellow solid (990 mg, 82%).

Aufarbeitung

  1. customThe reaction was quenched by the careful addition of water (25 ml)
  2. additionDiethyl ether (50 ml) was added
  3. washThe organic phase was washed with water
  4. customdried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-9e48a4e796894b0e8085b0dec450e126
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07446222B2

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