3,5-Dithia-1,7-Heptanediol can be used as a pharmaceutical synthesis intermediate and an organic synthesis intermediate, mainly in laboratory research and development processes and chemical and pharmaceutical synthesis processes.
3,5-Dithia-1,7-heptanediol was prepared as follows: 2-mercaptoethanol (3.91 g, 50 mmol) was added dropwise to sodium hydroxide (2.00 g, 50 mmol) dissolved in water (4 ml) under nitrogen atmosphere at 20 C. In addition, a quaternary ammonium salt phase transfer catalyst (trade name: "aliquot336", manufactured by ALDRICH (0.10 g, 0.25 mmol)) dissolved in dichloromethane (2.13 g, 25 mmol) was added dropwise thereto. Afterwards, the mixture was stirred at 25C for 24 hours. At the end of the reaction, 10 ml of dichloromethane was added to the reaction solution and the aqueous layer other than the separated upper layer was concentrated under reduced pressure to give 3.50 g of colorless oil. Quantification by gas chromatography (Shimadzu "GC-14B") resulted in 85% purity and 71% yield of 3,5-dithia-1,7-heptanediol (2-mercaptoethanol standard).
On the other hand, 10 ml of dichloromethane was added to the previously separated aqueous layer, the pH was adjusted to 3 with the addition of concentrated hydrochloric acid, and the separated organic layer was quantified by gas chromatography ("GC-14B" manufactured by Shimadzu Corporation) as well. The organic layer contained 0.30 g of 3,5-dithia-1,7-heptanediol and the yield was 7% (based on 2-mercaptoethanol). First, 3.60 g of oil containing 85% 3,5-dithia-1,7-heptanediol was obtained by silica gel column chromatography (unfolding solvent; hexane/ethyl acetate = 1/1-0/1).1 (v/v)) yielded 2.80 g of 3,5-dithia-1,7-heptanediol as a colorless oil (isolated yield based on 2-mercaptoethanol; 67%).
