The general procedure for the synthesis of 6-mercaptohexan-1-ol from 6-bromohexanol was as follows: 6-bromohexanol (1 g, 5.60 mmol) was mixed with thiourea (0.64 g, 8.40 mmol) and NaOH (0.1 M) in 1,4-dioxane (4 mL), and the reaction was carried out at reflux for 4 hours. After completion of the reaction, the reaction mixture was cooled and the solvent was removed under vacuum. Subsequently, the pH of the reaction mixture was adjusted to 4 by addition of dilute hydrochloric acid. hydrochloric acid and thiol derivatives in the reaction mixture were extracted with dichloromethane. The organic layer was dried with anhydrous sodium sulfate and then concentrated to give 6-mercaptohexan-1-ol as a yellow oil. Yield: 0.563 g (75%). The structure of the product was determined by 1H NMR (500 MHz, DMSO-d6, TMS): δ 3.65 (s, 1H), 3.5 (t, 2H, J = 2.4Hz), 2.56 (t, 2H, J = 2.3Hz), 1.52-1.57 (m, 4H), 1.5 (s, 1H), 1.41-1.44 (m, 4H); 13C NMR ( 125 MHz, DMSO): δ 62.8,34.5,32.3,28.2,24.9,24.6; ESI-MS: m/z calculated values. For C6H14OS: 134.08, measured value: 135.11 (M++1) for confirmation.
