p-Toluenesulfonic acid → 2-[(3-Bromophenyl)methoxy]oxane
Reaktionsgleichung
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6].[O:10]1[CH:15]=[CH:14][CH2:13][CH2:12][CH2:11]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(Cl)Cl>[O:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]1[O:6][CH2:5][C:4]1[CH:7]=[CH:8][CH:9]=[C:2]([Br:1])[CH:3]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of 3-bromobenzyl alcohol (84.9 g; Aldrich), 3,4-dihydro-2H-pyran (44 g) and anhydrous p-toluene sulfonic acid (1 g) in CH2Cl2 (800 mL) was stirred at 5° C. for 1 hr. then at r.t. overnight. The mixture was concentrated and the residue chromatographed (5% EtOAc/hexane) to afford the title compound as an oil.
Aufarbeitung
- customat r.t.
- customovernight
- concentrationThe mixture was concentrated
- customthe residue chromatographed (5% EtOAc/hexane)
Quellen und Nachweise
- ORD-Eintrag
- ord-2db09be680da427fb5198d935bceca3f
- Quelldatensatz
- uspto-grants-1995_06
- Patentnummer
- US05424320
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