Bromine → Ethyl 4-(bromomethyl)benzoate

HRID 1871657

Reaktionsgleichung

Reaktionsgleichung von HRID 1871657
[CH3:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.[Br:13]Br>>[Br:13][CH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 24408Bromine4×HCID 66743Ethyl p-toluate

Produkt 1

HCID 954261Ethyl 4-(bromomethyl)benzoate

Versuchsvorschrift

An ethyl 4-methylbenzoate (EMB) solution (1134 g in chlorobenzene (CB), ~43 wt. %, 2.93 mol) was charged into a 2-Liter round bottomed flask equipped with mechanical stirrer (300 RPM stirring rate) and a cooling condenser, and heated. The temperature controller was set at 140° C., and a scrubber was connected to the condenser. Liquid bromine (275 g, 1.72 mol or ~59 mol %, Aldrich, 99.5+%, A.C.S. reagent) was fed via Viton tubings, and the bromine feed rate was adjusted to 1.00 mL/minute for the first 30 mol % of bromine and then to 0.50 mL/minute for the rest of the addition at 140° C. Heating and stirring was continued for a few minutes after all bromine was added and the hot mixture was purged with nitrogen for 20 minutes, then allowed to cool to obtain 1183 g crude reaction mixture (some materials were used for routine analysis). The GC wt. % analysis of the crude reaction mixture indicated the following:

Aufarbeitung

  1. customequipped with mechanical stirrer
  2. temperatureheated
  3. customwas set at 140° C.
  4. additionto 0.50 mL/minute for the rest of the addition at 140° C
  5. temperatureHeating
  6. stirringstirring
  7. waitwas continued for a few minutes
  8. customthe hot mixture was purged with nitrogen for 20 minutes
  9. temperatureto cool
  10. customto obtain 1183 g crude
  11. customreaction mixture (some materials
  12. customThe GC wt. % analysis of the crude reaction mixture

Quellen und Nachweise

ORD-Eintrag
ord-9194d9ebb994463892d4515357baf670
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06103926

Verknüpfte Notizen

Wird geladen…