3,4-Dichlorotoluene-alpha-thiol → 5-(3,4-Dichloro-benzylsulfanylmethyl)-6-hydroxy-3,4-dihydro-2H-naphthalen-1-one
반응식
Cl[CH2:2][C:3]1[C:12]([OH:13])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=[O:14].[Cl:15][C:16]1[CH:17]=[C:18]([CH2:23][SH:24])[CH:19]=[CH:20][C:21]=1[Cl:22]>>[Cl:15][C:16]1[CH:17]=[C:18]([CH:19]=[CH:20][C:21]=1[Cl:22])[CH2:23][S:24][CH2:2][C:3]1[C:12]([OH:13])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=[O:14]참가 물질
3
반응 조건
- 온도
- 40 °C
실험 절차
5-Chloromethyl-6-hydroxy-1-tetralone (315 mg, 1.5 mmol) and (3,4-Dichloro-phenyl)-methanethiol (1.0 mL, 6.0 mmol) were sealed in a 16×120 mm screw capped tube and heated to 40° C. overnight. The excess (3,4-Dichloro-phenyl)methanethiol was removed in vacuo and the residue was purified by silica gel chromatography (hexanes/ethyl acetate/acetic acid, 58:40:2) to give 350 mg (63%) of the desired product as a tan powder: (LC-MS, APCI) m/z 367/369 [M+H]+.