Toluene → 5,7-Dimethylchroman-2-one

HRID 1761655Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1761655
C(C1[C:5]([OH:17])=[CH:6][C:7]2CCCC(CCC)C=2C=1)(=O)C.C12CC3CC(CC(C3)C1=[O:28])C2.N1[CH2:33][CH2:32][CH2:31][CH2:30]1.[C:34]1([CH3:40])[CH:39]=CC=C[CH:35]=1>>[CH3:30][C:31]1[CH:35]=[C:34]([CH3:40])[CH:39]=[C:33]2[C:32]=1[CH2:7][CH2:6][C:5](=[O:17])[O:28]2

Komponenten

5

Edukt 4

HCID 1140TolueneHCID 31268PyrrolidineHCID 64151AdamantanoneHCID 212421503-Acetyl-5-propyl-5,6,7,8-tetrahydro-2-naphthol

Produkt 1

HCID 126604295,7-Dimethylchroman-2-one

Versuchsvorschrift

3-Acetyl-5-propyl-5,6,7,8-tetrahydro-2-naphthol (1) was reacted with adamantanone and pyrrolidine in toluene to give the corresponding derivative of the Example 2 compound (2) which was hydrolysed, with methanol containing a few drops of conc. hydrochloric acid, to the chromanone (3). Reduction of the chromanone (3) (2.7 g) with sodium borohydride (0.7 g) in methanol, gave the chromanol (4) (2.7 g), which was dehyrated by heating with anhydrous copper sulphate (1 g) to yield the product (5) colourless crystals from methanol (1.8 g).

Quellen und Nachweise

ORD-Eintrag
ord-87cee2dc7aaa4484a65cc7844dd1961e
Quelldatensatz
uspto-grants-1989_05
Patentnummer
US04826977

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