Reaktion #49738

Reaktionsgleichung

2-chloro-4-(methylsulphenyl)-benzoyl chloride

triphenyl phosphine

→

2-chloro-4-(methylsulphenyl)benzaldehyde

Ausbeute 98.3%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred for 2 hours
2. 2
   FiltrationThe mixture was filtered
3. 3
   Sonstigethe filtrate was evaporated to dryness
4. 4
   workup.DISSOLUTIONThe residue was dissolved in chloroform
5. 5
   workup.ADDITIONtreated with copper (I) bromide (2.1 g)
6. 6
   SonstigeThe filtrate was evaporated to dryness
7. 7
   Sonstigethe residue was purified by chromotography
8. 8
   Wascheneluted with a mixture of ethyl acetate and hexane

Vorschrift

A mixture of 2-chloro-4-(methylsulphenyl)-benzoyl chloride (1.0 g), triphenyl phosphine (2.47 g) and bis(triphenylphosphine)copper (I) borohydride (1.0 g) in acetone was stirred at 0° C. for 1 hour. Further his (triphenylphosphine)copper (I) borohydride (1.5 g) was added and the mixture was stirred for 2 hours. The mixture was filtered and the filtrate was evaporated to dryness. The residue was dissolved in chloroform and treated with copper (I) bromide (2.1 g). The filtrate was evaporated to dryness and the residue was purified by chromotography eluted with a mixture of ethyl acetate and hexane to give 2-chloro-4-(methylsulphenyl)benzaldehyde (0.83 g) as an off-white solid, m.p. 76°-77° C.

Quelle