Reaktion #1009918

Reaktionsgleichung

Compound 2-1

1-(4-chlorobenzyl)-3-hydroxymethyl-3-methyl-2-oxo-cyclopentancarboxylic acid methyl ester

thionyl chloride

DMF

→

Compound 3-1-3

1-(4-chlorobenzyl)-3-chloromethyl-3-methyl-2-oxo-cyclopentancarboxylic acid methyl ester

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added
2. 2
   workup.ADDITIONwas added to the reaction solution
3. 3
   Sonstigethus obtained
4. 4
   Extraktionextraction with toluene
5. 5
   ExtraktionThe organic layer thus extracted
6. 6
   Waschenwas washed with a saturated aqueous solution of sodium carbonate and saturated brine
7. 7
   Trocknendried over anhydrous sodium sulfate
8. 8
   workup.DISTILLATIONThe solvent was distilled away
9. 9
   Sonstigethe residue was then purified by silica gel column chromatography

Vorschrift

To 8.79 g of Compound 2-1 obtained in Production Example 1, 3.04 ml of thionyl chloride and 0.15 ml of DMF were added. The resulting mixture was stirred in an oil bath of 90° C. for 2.5 hours. After the reaction, water was added to the reaction solution thus obtained, and extraction with toluene was carried out. The organic layer thus extracted was washed with a saturated aqueous solution of sodium carbonate and saturated brine and then dried over anhydrous sodium sulfate. The solvent was distilled away, and the residue was then purified by silica gel column chromatography to obtain 6.57 g of Compound 3-1-3.

Quelle