3,5-Dinitrobenzoyl chloride → HCID 53698818、化合物

反応式

[SH:1][C:2]([CH3:9])([CH2:6][CH2:7][CH3:8])[CH2:3][CH2:4][OH:5].[N+:10]([C:13]1[CH:14]=[C:15]([CH:19]=[C:20]([N+:22]([O-:24])=[O:23])[CH:21]=1)[C:16](Cl)=[O:17])([O-:12])=[O:11].C([O-])(O)=O.[Na+]>C(Cl)(Cl)(Cl)Cl>[SH:1][C:2]([CH3:9])([CH2:6][CH2:7][CH3:8])[CH2:3][CH2:4][O:5][C:16](=[O:17])[C:15]1[CH:14]=[C:13]([N+:10]([O-:12])=[O:11])[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[CH:19]=1

参加物

実験手順

To a solution of 5.0 g (34 mmol) of (rac)-3-mercapto-3-methyl-hexan-1-ol in 20 ml of CCl4 was added in portions 8.6 g (37 mmol) of 3,5-dinitrobenzoyl chloride. The mixture was stirred for 72 h, then 10 ml of a saturated NaHCO3 solution was added, the organic layer was separated, washed with 15 ml of brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by flash-chromatography (silicagel, hexane/EtOAc 4:1) and gave 9.8 g (84%) of (rac)-3,5-dinitro-benzoic acid 3-mercapto-3-methyl-hexyl ester.