p-Toluenesulfonic acid → 1-Hydroxy-2-cyclopentyltetraline

반응식

[CH:1]1[CH2:5][CH2:4][CH2:3][CH:2]=1.[OH:6][CH:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][CH2:9][CH2:8]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[OH:6][CH:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][CH2:9][CH:8]1[CH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

반응물 3

HCID 6101p-Toluenesulfonic acid

HCID 8882Cyclopentene

HCID 107231,2,3,4-Tetrahydro-1-naphthalenol

생성물 1

HCID 214465011-Hydroxy-2-cyclopentyltetraline

실험 절차

40 g of cyclopentene are added dropwise at 120° C to 148 g of 1-hydroxytetraline and 10 g of p-toluene sulphonic acid. The catalyst is removed by washing with sodium hydrogen carbonate solution. The reaction mixture is fractionated. At 161° C (2 mm Hg) 58 g of 1-hydroxy-2-cyclopentyltetraline are obtained.