1-(Ethylthio)-3-methylbenzene synthesis
- Product Name:1-(Ethylthio)-3-methylbenzene
- CAS Number:34786-24-8
- Molecular formula:C9H12S
- Molecular Weight:152.26
Yield:34786-24-8 78%
Reaction Conditions:
with copper(l) iodide;1,10-Phenanthroline;hexamethyldisilathiane;potassium carbonate in 1-methyl-pyrrolidin-2-one at 120; for 14 h;Sealed tube;
Steps:
Synthesis of Alkyl Aryl Sulfides; General Procedure
General procedure: To a screw-capped test tube, 1,10-phenanthroline (18 mg, 0.10mmol), iodobenzene (0.5 mmol), potassium carbonate (138.2 mg,1.000 mmol), CuI (19 mg, 0.10 mmol), 1-methyl-2-pyrrolidone (1mL), alkyl benzoate (2 mmol), and hexamethyldisilathiane (356.8 mg,2.000 mmol) were successively added under an ambient atmosphere.After the tube was sealed with a cap, the mixture was heated at120 °C for 14 h. After the reaction, H2O (3 mL) was added to the mixture,and the organic layer was then extracted with EtOAc (3 × 3 mL).The combined organic phases were dried over Na2SO4 and were evaporatedunder reduced pressure. The crude material was purified bysilica gel column chromatography to give the corresponding alkyl arylsulfide.
References:
Sakai, Norio;Maeda, Hiromu;Ogiwara, Yohei [Synthesis,2019,vol. 51,# 11,p. 2323 - 2330]
