Propofol → 2-(Chloromethoxy)-1,3-diisopropylbenzene

HRID 1765973

Reaktionsgleichung

Reaktionsgleichung von HRID 1765973
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[OH:13])([CH3:3])[CH3:2].Br[CH2:15][Cl:16].[OH-].[Na+].O1CCCC1>>[Cl:16][CH2:15][O:13][C:5]1[C:4]([CH:1]([CH3:3])[CH3:2])=[CH:9][CH:8]=[CH:7][C:6]=1[CH:10]([CH3:12])[CH3:11]

Komponenten

5

Edukt 4

HCID 4943PropofolHCID 6333BromochloromethaneHCID 8028TetrahydrofuranHCID 14798Sodium Hydroxide

Produkt 1

HCID 112531472-(Chloromethoxy)-1,3-diisopropylbenzene

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

2,6-Diisopropylphenol (20 kg, FW (formula weight)=178, 112 mol, 1 equiv.) is reacted with bromochloromethane (347 kg, FW=129, 2,682 mol, 24 equiv.) and sodium hydroxide (11 kg, FW=40, 280 mol, 2.5 equiv.) in tetrahydrofuran (108 kg, FW=72, 1,498 mol, 13.3 equiv.) at reflux for approximately 1.5 hours. After cooling to 20° C., the reaction mixture is quenched with water (87 kg). The organic layer is collected and washed with 15% sodium chloride aqueous solution (78 kg) twice. The organic layer is collected again after the layer separation, and the solvents are distilled from the organic layer to afford a crude oil. The crude oil is distilled by simple distillation to yield a purified chloromethyl(2,6-diisopropylphenyl)ether (FW=227) as a light yellow oil.

Aufarbeitung

  1. temperatureat reflux for approximately 1.5 hours
  2. customthe reaction mixture is quenched with water (87 kg)
  3. customThe organic layer is collected
  4. washwashed with 15% sodium chloride aqueous solution (78 kg) twice
  5. customThe organic layer is collected again
  6. customafter the layer separation
  7. distillationthe solvents are distilled from the organic layer
  8. customto afford a crude oil
  9. distillationThe crude oil is distilled by simple distillation

Quellen und Nachweise

ORD-Eintrag
ord-1600d33c30254157ac0fe74bb7c7698c
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07229978B2

Verknüpfte Notizen

Wird geladen…