Reaktion #834569

Reaktionsgleichung

hydrochloric acid

4-Methanesulfonyl-phenylmethanesulfonyl chloride

ethynylcyclohexylamine

triethylamine

→

N-(1-ethynylcyclohexyl)-4-methanesulfonyl-phenylmethane sulfonamide

Ausbeute 82.3%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirred again
2. 2
   FiltrationThe precipitate was filtered off
3. 3
   Waschenwashed with water
4. 4
   Sonstigedried

Vorschrift

4-Methanesulfonyl-phenylmethanesulfonyl chloride (10.7 g, 40 mmol) in 100 ml dry tetrahydrofuran was added to a solution of ethynylcyclohexylamine (4.93 g, 40 mmol) and triethylamine (6.13 ml, 44 mmol) in dry tetrahydrofuran (100 ml) at 0-5° C. Then the mixture was stirred for 1 hour at room temperature, poured into 0.05 N hydrochloric acid and stirred again. The precipitate was filtered off, washed with water and dried to yield N-(1-ethynylcyclohexyl)-4-methanesulfonyl-phenylmethane sulfonamide (11.7 g, 82%) as a solid. 1H-NMR (CDCl3) δ 7.93 (d, 2 H), 7.65 (d, 2 H), 4.61 (s, 2 H), 4.32 (s, 1 H), 2.75 (s, 1 H), 3.05 (s, 3 H), 2.15 (m, 2 H), 1.63 (m, 7 H), 1.27 (m, 1 H); MS (IS): 354.1 [M−H]−.

Quelle