Réaction #214134

ord-4b450992ea5c48be9f42825b1c6d7949

Équation de réaction

BrCCCCCCCCCCCCBr
1,12-dibromododecane
[Mg]
magnesium
CC(C)CCBr
3-methylbutyl bromide
→
CC(C)C[CH2][Mg][Br]
3-methylbutylmagnesium bromide
CC(C)CCCCCCCCCCCCCCBr
15-methylhexadecylbromide

Réactifs

BrCCCCCCCCCCCCBr
1,12-dibromododecane
[Mg]
magnesium
—
Grignard reagent
CC(C)CCBr
3-methylbutyl bromide

Réactifs

[Cl-].[Cl-].[Cl-].[Cl-].[Cu+2].[Li+].[Li+]
dilithiumtetrachloro cuprate

Solvants

C1CCOC1
tetrahydrofuran
C1CCOC1
tetrahydrofuran

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONby treating 15 g
  2. 2
    Autreevaporated
  3. 3
    workup.DISTILLATIONfractionally distilled in vacuo

Mode opératoire

A solution of 3-methylbutylmagnesium bromide is prepared by treating 15 g. (0.1 mole) 3-methylbutyl bromide with 2.7 g. (1.1 eq) magnesium turnings in 50 ml. dry tetrahydrofuran. The resultant Grignard reagent is dropwise added to a cold (-10° C.) solution of 36.1 g. (1.1 eq) 1,12-dibromododecane and 0.2 g. (1 m mole) dilithiumtetrachloro cuprate in 75 ml. dry tetrahydrofuran. The solution is stirred for one hour, evaporated, and fractionally distilled in vacuo to yield 15-methylhexadecylbromide as a colorless liquid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04254138uspto-grants-1981_03