Reaktion #66446

Reaktionsgleichung

butyl lithium

bis(phenylsulfonyl)fluoroamine

THF

(tert-butyl)[(5-chloro(2-thienyl))sulfonyl]amine

→

desire product

Ausbeute 108.2%

(tert-butyl)[(5-chloro-3-fluoro(2-thienyl))sulfonyl]amine

Ausbeute 108.2%

Lösungsmittel

hexane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was quenched with 1 mL of sat. NH4Cl
2. 2
   Extraktionextracted 3 times with diethyl ether
3. 3
   Trocknendried (MgSO4)
4. 4
   Einengenconcentrated in vacuo

Vorschrift

A THF solution (1.5 mL) of 128 mg (0.50 mmol) of (tert-butyl)[(5-chloro(2-thienyl))sulfonyl]amine was cooled to −78° C. and treated with 954 μL (1.5 mmol) of a 1.6. M solution of butyl lithium in hexane. After 1 h, 159 mg (0.5 mmol) of bis(phenylsulfonyl)fluoroamine was added and the solution was allowed to warm to 23° C. The reaction was quenched with 1 mL of sat. NH4Cl, extracted 3 times with diethyl ether, dried (MgSO4), concentrated in vacuo to afford a quantitative yield (147 mg) of the desire product. 19F-NMR (CDCl3) δ (ppm): −113.4.

Quelle