ChemicalBook CAS DataBase List N-MethyltrifluoroMethanesulfonaMide

N-MethyltrifluoroMethanesulfonaMide synthesis

6synthesis methods

Product Name:N-MethyltrifluoroMethanesulfonaMide
CAS Number:34310-29-7
Molecular formula:C2H4F3NO2S
Molecular Weight:163.12

358-23-6 Synthesis

358-23-6
578 suppliers
$10.00/1g

593-51-1 Synthesis

593-51-1
533 suppliers
$21.00/100g

34310-29-7
66 suppliers
$220.00/500mg

Yield:34310-29-7 86%

Reaction Conditions:

with triethylamine in dichloromethane at -78 - 20;Inert atmosphere;

Steps:

Procedure B (from Amine Hydrochlorides) An oven dried round-bottom flask equipped with a stir bar was charged with amine hydrochloride (5.0 mmol, 1.0 equiv), CH₂Cl₂(10 ml, 0.5M) and Et₃N (1.53 mL, 11 mmol, 2.2 equiv). The flask was cooled to -78°C., and Trifluoromethanesulfonic anhydride (840 μL, 1.41 g, 5.0 mmol, 1.0 equiv) was added dropwise. The reaction was stirred vigorously at -78°C. for 30 min and allowed to gradually warm up to r.t. The reaction was then quenched with 20 mL H₂O. The reaction mixture was partitioned between H₂O and CH₂Cl₂and layers were separated. The aqueous layer was extracted with CH₂Cl₂(20 ml3). The organic layers were combined, dried over NaSO₄, filtered, and concentrated under reduced pressure. The reaction mixture was applied directly to a flash silica column for purification (Acetone/Hexanes). NOTE: Most N-trifyl protected amines are bench stable for at least one year. (Some of them exhibited color change and suboptimal reactivity (10-15% drop in yield) after storing on bench for over 12 months, repurification by flash column usually restored reactivity in these cases.