Pyridine → 1-(1-bromoethyl)-4-(tert-butyl)benzene
Reaktionsgleichung
[C:1]([C:5]1[CH:13]=[CH:12][C:8]([CH:9](O)[CH3:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].N1C=CC=CC=1.P(Br)(Br)[Br:21]>C(OCC)C>[C:1]([C:5]1[CH:13]=[CH:12][C:8]([CH:9]([Br:21])[CH3:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -10 °C
Versuchsvorschrift
To 25 ml of ethyl ether were added 1.78 g of (+)-4-tert.-butyl-α-methylbenzyl alcohol of 100% e.e. and 1.8 g of dry pyridine. The resulting mixed solution was kept at -25° C. and added dropwise with a solution of 3.1 g of phosphorus tribromide dissolved in 18 ml of ethyl ether (at -15° to -25° C.). After completion of addition, the resulting mixture was stirred at -10° C. for one hour and then allowed to stand at 5° C. for 2 days. Ice water was added thereto. The resulting organic layer was washed successively with a saturated aqueous solution of sodium bicarbonate and with ice water, dried with anhydrous Glauber's salt, and freed of solvent by distillation under reduced pressure to give 1.6 g of 4-tert.-butyl-α-methylbenzyl bromide.
Aufarbeitung
- additionThe resulting mixed solution
- customwas kept at -25° C.
- additionAfter completion of addition
- waitto stand at 5° C. for 2 days
- washThe resulting organic layer was washed successively with a saturated aqueous solution of sodium bicarbonate and with ice water
- dry with materialdried with anhydrous Glauber's salt
- distillationfreed of solvent by distillation under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-f638db8bd3ce41bb8850fdc4dd7aa6c0
- Quelldatensatz
- uspto-grants-1991_06
- Patentnummer
- US05026850
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