Hydrochloric Acid → 4-Methyl-1-naphthol

반응식

[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12]C)=[CH:4][CH:3]=1.Cl.N1C=CC=CC=1.Cl>>[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([OH:12])=[CH:4][CH:3]=1

참가 물질

반응물 3

HCID 313Hydrochloric Acid

HCID 43814674-Methoxy-1-methylnaphthalene

HCID 10176127Pyridinium chloride

생성물 1

HCID 824834-Methyl-1-naphthol

반응 조건

온도: 200 °C

실험 절차

4-Methyl-1-methoxynaphthalene (4) (145 g) was mixed with pyridine hydrochloride (250 g) and the mixture was heated at 200° C. for 3 hours. The mixture was cooled, treated with dilute hydrochloric acid, and extracted with ether. The ether extract was dried (MgSO4), filtered and the solvent removed, leaving a black oil which was extracted with petroleum b.p. 60°-80° C. (4×100 cm3). 4-Methyl-1-naphthol (5) was obtained as near colourless oily crystals which darken on storage.