Reaktionsgleichung
O.[CH3:2][C:3]1([CH3:13])[CH2:8][CH2:7][C:6]([CH2:9][CH2:10][CH2:11][OH:12])=[CH:5][CH2:4]1.[O-]Cl.[Na+]>[Na+].[Br-].CCOC(C)=O>[CH3:2][C:3]1([CH3:13])[CH2:8][CH2:7][C:6]([CH2:9][CH2:10][CH:11]=[O:12])=[CH:5][CH2:4]1Komponenten
Versuchsvorschrift
PIPO (CAS RN: 091993-31-6; 5.04 g, 0.017 mol), NaBr (0.60 g, 0.006 mol) and KHCO3 (6.40, 0.063 mol) were charged in a 2 1 reactor together with water (60 g), EtOAc (250 g) and 3-(4,4-dimethyl-cyclohex-1-enyl)-propan-1-ol (100.0 g, 0.573 mol, purity: 96.5%). The pot temperature was set to 25° C. and 13% w/w aqueous NaOCl (426.8 g, 0.745 mol) was introduced over 2 hours. Stirring was continued for 1 hour and then the aqueous phase separated. Then 300 g of a 2% w/w aqueous ascorbic acid was added, and the reaction mixture was stirred for 1 hour. The aqueous phase was separated and the organic phase washed with NaHCO3 and then with water. The organic phase thus obtained was concentrated and the crude product purified by a flash distillation (58°–60° C., 1 hPa) to yield 68.4 g of 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal (yield: 66%; GC purity: 92.3%).
Aufarbeitung
- customwas set to 25° C.
- customthe aqueous phase separated
- additionThen 300 g of a 2% w/w aqueous ascorbic acid was added
- stirringthe reaction mixture was stirred for 1 hour
- customThe aqueous phase was separated
- washthe organic phase washed with NaHCO3
- customThe organic phase thus obtained
- concentrationwas concentrated
- distillationthe crude product purified by a flash distillation (58°–60° C., 1 hPa)
Quellen und Nachweise
- ORD-Eintrag
- ord-5930c14387804a7aadaa10c2e04f523c
- Quelldatensatz
- uspto-grants-2005_08
- Patentnummer
- US06933265B2
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