Reaktion #1009916

Reaktionsgleichung

water

Compound 2-1

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

triethylamine

methanesulfonyl chloride

→

Compound 3-1-1

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

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISSOLUTIONwas dissolved
2. 2
   SonstigeTo the solution thus obtained
3. 3
   workup.ADDITIONwas added to the reaction solution
4. 4
   Sonstigethus obtained
5. 5
   Extraktionextraction with ethyl acetate
6. 6
   ExtraktionThe organic layer thus extracted
7. 7
   Waschenwas washed with an aqueous solution of sodium hydrogen carbonate and saturated brine
8. 8
   Trocknendried over anhydrous sodium sulfate
9. 9
   workup.DISTILLATIONThe solvent was distilled away
10. 10
    Sonstigethe residue was then purified by silica gel column chromatography

Vorschrift

In 20 ml of methylene chloride, 1.00 g of Compound 2-1 obtained in Production Example 1 was dissolved. To the solution thus obtained, 0.68 ml of triethylamine and 0.324 ml of methanesulfonyl chloride were added. Thereafter, the resulting mixture was stirred at room temperature for 1.5 hours. After the reaction, water was added to the reaction solution thus obtained, and extraction with ethyl acetate was then carried out. The organic layer thus extracted was washed with an aqueous solution of sodium hydrogen 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 1.141 g of Compound 3-1-1.

Quelle