Dimethylformamide → m-Ethylbenzaldehyde

HRID 324399

Reaktionsgleichung

Reaktionsgleichung von HRID 324399
Br[C:2]1[CH:3]=[C:4]([CH2:8][CH3:9])[CH:5]=[CH:6][CH:7]=1.C([Li])CCC.CN(C)[CH:17]=[O:18]>O1CCCC1>[CH2:8]([C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[CH:17]=[O:18])[CH3:9]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 123170Benzene, 1-bromo-3-ethyl-HCID 178418339Butyllithium

Produkt 1

HCID 118623m-Ethylbenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 3-bromo-ethylbenzene (25 g) in dry tetrahydrofuran (350 ml) at −70° C. was treated dropwise with n-butyllithium (59 ml of a 2.5M solution in hexanes) and stirred for 1 hour. N,N-Dimethylformamide (30 ml) was added and the solution was stirred at −70° C. for 1 hour and allowed to warm to room temperature. The reaction mixture was partitioned between saturated ammonium chloride solution and ethyl acetate. The organic phase was washed with 1N hydrochloric acid, dried (MgSO4) and evaporated.

Aufarbeitung

  1. stirringthe solution was stirred at −70° C. for 1 hour
  2. customThe reaction mixture was partitioned between saturated ammonium chloride solution and ethyl acetate
  3. washThe organic phase was washed with 1N hydrochloric acid
  4. dry with materialdried (MgSO4)
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-0133cb16fb0d4941a628eec4a0bbb843
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06218376B1

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