Ethanol → 2-(6-Carbethoxyoctyl)-2-cyclopentenone

반응식

[C:1]([CH:4]([CH2:16][CH3:17])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH:14]=1)([OH:3])=[O:2].S(Cl)(Cl)=O.[CH2:22](O)[CH3:23]>>[C:1]([CH:4]([CH2:16][CH3:17])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH:14]=1)([O:3][CH2:22][CH3:23])=[O:2]

참가 물질

반응물 3

HCID 702Ethanol

HCID 24386Thionyl Chloride

HCID 217678162-(6-Carboxyoctyl)-2-cyclopentenone

생성물 1

HCID 132897872-(6-Carbethoxyoctyl)-2-cyclopentenone

실험 절차

Treatment of 2-(6-carboxyoctyl)-2-cyclopentenone (Example 131) with thionyl chloride and then treatment of the acid chloride with ethanol in the manner described in Example 456 gives an amber oil. The oil is placed on a magnesia-silica gel column and eluted with 3:1 benzene:ether. The solvent is removed and the residue is distilled, b.p. 122° C. (0.06 mm).