Reaktion #1519145

Reaktionsgleichung

triethylamine

dimethyl sulphoxide

compound

tert-Butyl trans-4-(4-hydroxy-2,3,4,5-tetrahydro-1-benzoxepin-5-yl)piperazine-1-carboxylate

oxalyl chloride

→

expected product

tert-Butyl 4-(4-oxo-2,3,4,5-tetrahydro-1-benzoxepin-5-yl)piperazine-1-carboxylate

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONare poured into the reaction mixture
2. 2
   workup.STIRRINGStirring
3. 3
   workup.WAITis carried out for 15 minutes at −78° C.
4. 4
   workup.ADDITIONthere are then added, over 20 minutes
5. 5
   Sonstigeto return to 0° C.
6. 6
   ExtraktionExtraction with dichloromethane
7. 7
   Sonstigedrying
8. 8
   Filtrationfiltration and evaporation to dryness

Vorschrift

At −78° C., 0.88 ml of oxalyl chloride (10 mmol) is poured into 25 ml of dichloromethane and then, at the same temperature, there are slowly added 1.02 ml of dimethyl sulphoxide (14.3 mmol). Stirring is carried out for 10 minutes at −78° C. 2.5 g (7.17 mmol) of the compound obtained in Step B of Example 8, dissolved in 15 ml of dichloromethane, are poured into the reaction mixture. Stirring is carried out for 15 minutes at −78° C. and there are then added, over 20 minutes, 5 ml (35.9 mmol) of triethylamine. The mixture is then allowed to return to 0° C. and the reaction mixture is then poured into 100 ml of ice-cold water. Extraction with dichloromethane, drying, filtration and evaporation to dryness are carried out to yield the expected product in the form of an oil.

Quelle