Hydrochloric Acid → 6-(4-Acetyl-3-hydroxy-2-propylphenoxy)-2,2-dimethylhexanoic acid
Reaktionsgleichung
[C:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([CH3:19])([CH3:18])[C:14]([O:16]C)=[O:15])=[C:6]([CH2:22][CH2:23][CH3:24])[C:5]=1[OH:25])(=[O:3])[CH3:2].[I-].[Li+].N1C(C)=CC(C)=CC=1C.Cl>>[C:1]([C:4]1[CH:21]=[CH:20][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([CH3:19])([CH3:18])[C:14]([OH:16])=[O:15])=[C:6]([CH2:22][CH2:23][CH3:24])[C:5]=1[OH:25])(=[O:3])[CH3:2]Komponenten
5
Versuchsvorschrift
A solution of 1.1 g. of methyl 6-(4-acetyl-3-hydroxy-2-propylphenoxy)-2,2-dimethylhexanoate and 2.6 g. of lithium iodide in 50 ml. of collidine was heated to 100° C. under a nitrogen blanket for about 46 hours. The reaction mixture was then added to ice. After making the solution acidic with hydrochloric acid, the solution was extracted with ether. The ether phase was washed three times with a 10% sodium bicarbonate solution. The ether solution was then further washed with a dilute hydrochloric acid solution, water, and a saturated sodium chloride solution. Evaporating the ether layer to dryness gave 1.03 g. of the title product, M+ =336; NMR.
Aufarbeitung
- additionThe reaction mixture was then added to ice
- extractionthe solution was extracted with ether
- washThe ether phase was washed three times with a 10% sodium bicarbonate solution
- washThe ether solution was then further washed with a dilute hydrochloric acid solution, water
- customEvaporating the ether layer to dryness
- customgave 1.03 g
Quellen und Nachweise
- ORD-Eintrag
- ord-c5bc63499a1c4526b574e96e95508072
- Quelldatensatz
- uspto-grants-1987_04
- Patentnummer
- US04661505
Notizen zur Reaktion
Wird geladen…