Reaktion #163981

ord-07d968876b81431686c441504a41308c

Reaktionsgleichung

[Cl-].[NH4+]
NH4Cl
Brc1cccc(Br)c1
1,3-dibromo benzene
CCI
ethyl iodide
CC(C)[N-]C(C)C.[Li+]
LDA
CCc1c(Br)cccc1Br
1,3-Dibromo-2-ethyl-benzene

Lösungsmittel

Reaktionsbedingungen

Temperatur
-78°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeA three necked round-bottom flask was purged with argon
  2. 2
    Sonstigedid not rise above −65° C
  3. 3
    workup.STIRRINGstirred vigorously for 20 min
  4. 4
    ExtraktionTwo times extraction with DCM yielded colorless oil (167 g) which
  5. 5
    Sonstigewas used in the next step without further purification

Vorschrift

A three necked round-bottom flask was purged with argon and then filled with dry THF (1.2 l), 1,3-dibromo benzene (121 g, 0.514 mol) and ethyl iodide (95.4 g, 0.611 mol). The mixture was cooled to −78° C. and LDA (64.2 g, 0.697 mol) (2 M in THF/n-heptane/ethyl benzene) was added slowly in a way that the temperature did not rise above −65° C. After stirring for 2.75 h the reaction was poured onto 1 l sat. aq. NH4Cl solution and stirred vigorously for 20 min. Two times extraction with DCM yielded colorless oil (167 g) which was used in the next step without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08835653B2uspto-grants-2014_09