Reaktion #8942

Reaktionsgleichung

4-benzylpiperazine

NEt3

ethyl acetate hexane

benzyl 3-chlorosulfonyl-2(R)-methylpropionate

→

pure product

benzyl 3-(4-benzylpiperizin-1-yl sulfonyl)-2(R)-methylpropionate

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA 100 mL round bottom flask equipped with magnetic stirring bar and N2 inlet
2. 2
   Einengenthen concentrated in vacuo
3. 3
   Sonstigepartitioned between ethyl acetate and saturated sodium bicarbonate
4. 4
   WaschenThe combined organics were washed with brine
5. 5
   Trocknendried over Na2SO4
6. 6
   Einengenconcentrated in vacuo
7. 7
   Sonstigeto yield 3.4 g crude product

Vorschrift

A 100 mL round bottom flask equipped with magnetic stirring bar and N2 inlet was charged with 2.5 g benzyl 3-chlorosulfonyl-2(R)-methylpropionate in 25 mL CH2Cl2. The solution was cooled to 0° C. and charged with 1.57 mL (1.0 eq.) 4-benzylpiperazine and 1.26 mL NEt3. The reaction was stirred for 1 hour then concentrated in vacuo and partitioned between ethyl acetate and saturated sodium bicarbonate. The combined organics were washed with brine, dried over Na2SO4, and concentrated in vacuo to yield 3.4 g crude product. Flash chromatography (80:20 ethyl acetate/hexane) yielded 3.0 g pure product.

Quelle