Water → HCID 20510022、化合物

反応式

S(Cl)(Cl)=O.[CH3:5][C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]=1[CH3:11].N1C=CC=CC=1.O.[Cl:23][CH2:24]Cl>>[Cl:23][CH2:24][C:14]1[CH:13]=[CH:12][C:9]2[C:10]([CH3:11])=[C:6]([CH3:5])[O:7][C:8]=2[CH:15]=1

参加物

反応物 5

HCID 962Water

HCID 1049Pyridine

HCID 6344Dichloromethane

HCID 24386Thionyl Chloride

HCID 27346462,3-Dimethylbenzofuran

生成物 1

HCID 20510022HCID 20510022、化合物収率 76.4%

実験手順

Thionyl chloride (13.1 g, 0.11 mol) was added slowly to a stirred solution of 2,3-dimethylbenzofuran (18.0 g, 0.10 mol) and pyridine (8.3 cm3, 0.105 mol) in dichloromethane (170 cm3) at below 5° C., and the solution was heated under reflux for 3 hr. The solution was poured into water and separated, the organic layer was washed with water, dried (Na2SO4), filtered and the solvent was removed to give 6-chloromethyl-2,3-dimethylbenzofuran (16.2 g, 0.078 mol, 76.4%). (Found: C, 67.76; H, 5.65; Cl, 18.21. C11H11ClO requires C, 67.87; H, 5.70; Cl, 18.22%) m.p. 63°-65° C. [ex petroleum ether (b.p. 60°-80° C.)].