Triethylamine → 1-(3-Chloro-4-fluorobenzoyl)-4-fluoropiperidine-4-carbaldehyde
Reaktionsgleichung
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[F:19])[C:5]([N:7]1[CH2:12][CH2:11][C:10]([F:15])([CH2:13][OH:14])[CH2:9][CH2:8]1)=[O:6].C(N(CC)CC)C>CS(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[F:19])[C:5]([N:7]1[CH2:12][CH2:11][C:10]([F:15])([CH:13]=[O:14])[CH2:9][CH2:8]1)=[O:6]Komponenten
4
Versuchsvorschrift
2.48 g of pyridine-SO3 complex (15.5 mmol) are added in a single portion to a solution of 1.5 g of 1-(3-Chloro-4-fluorobenzoyl)-4-fluoro-4-piperidine-methanol (5.18 mmol), 2.16 ml of triethylamine (15.5 mmol) and 15 ml of anhydrous DMSO. After stirring for 3 hours at room temperature, the yellow solution obtained is poured into an ice-water mixture and extracted twice with ethyl acetate. The organic phases are washed with aqueous 5% citric acid solution and then with salt water, dried over MgSO4 and filtered and the solvent is removed under vacuum. 1.49 g (quantitative yield) of a yellow oil are obtained, this product being used without further purification in the following step.