124414-37-5Relevant articles and documents
A Chiral, Dendralenic C-H Acid
H?fler, Denis,List, Benjamin
supporting information, p. 38 - 39 (2021/12/29)
We report the synthesis of a chiral dendralenic C H acid, which contains three unsubstituted binaphthyl moieties. This motif and an achiral variant can be made from their corresponding bis(sulfone) precursors in one step. Despite the presence of the enantiopure binaphthyl backbone, the newly designed chiral C H acid showed only poor enantioselectivity in a Mukaiyama aldol reaction. First attempts toward the synthesis of 3,3'-hexasubstituted binaphthyl-based dendralenic acids are also reported.
Method for preparing substituted thiophenol and heterocyclic thiophenol by continuous flow reactor
-
Paragraph 0093-0094; 0097-0098, (2019/01/14)
The invention relates to a method for preparing substituted thiophenol and heterocyclic thiophenol by a continuous flow reactor. Phenol and phenol derivatives or heterocyclic phenol are taken as starting materials, and target compounds are prepared by four-step reactions of chlorination, esterification, rearrangement and hydrolysis, wherein the rearrangement reaction is conducted in the continuousflow reactor. According to the method, the reaction is guaranteed by a miniaturized heating device for high-temperature reaction and heat generated by the reaction, the conversion rate and the yieldhigher than those in the conventional reactor are obtained in the short residence time of tens of seconds, relevant side reactions are reduced, meanwhile, fluctuation of temperature and concentrationis avoided in the reaction process, temperature run-away and overheat are avoided, and the reaction process is safe and controllable.
PROCESS FOR PRODUCTION OF DISULFONIC ACID COMPOUND, ASYMMETRIC MANNICH CATALYST, PROCESS FOR PRODUCTION OF -AMINOCARBONYL DERIVATIVE, AND NOVEL DISULFONATE SALT
-
Page/Page column 7, (2010/08/07)
Hexamethylphosphoramide (HMPA) was added to a reaction vessel containing (R)-1,1'-binaphthyl-2,2'-dithiol and potassium hydroxide. The vessel was purged with oxygen and stirred at 80°C for 5 days under 7 atmospheres of oxygen. After being cooled to room temperature, the reaction product was purified to yield potassium (R)-1,1'-binaphthyl-2,2'-disulfonate. The (R)-1,1'-binaphthyl-2,2'-disulfonic acid obtained from the disulfonate and 2,6-diphenylpyridine were stirred in acetonitrile, and then the solvent was evaporated under reduced pressure. Subsequently, magnesium sulfate and distilled CH2Cl2 were added to the reaction product, and the mixture was stirred at room temperature for 30 minutes. The resulting solution was cooled to 0°C. Benzaldehyde imine whose nitrogen is protected with Cbz and subsequently acetyl acetone were dropped into the solution over a period of 1 hour. The resulting mixture was further stirred at 0°C for 30 minutes. A corresponding β-aminocarbonyl derivative was thus produced with an yield of 91% and an enantiomeric excess of 90% ee.