Reaktion #84938

Reaktionsgleichung

ethyl oxoacetate

bromo(cyclopropylmethyl)magnesium

→

Ethyl 3-cyclopropyl-2-hydroxypropanoate

Lösungsmittel

ethyl acetate

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigequenched with water
2. 2
   workup.ADDITIONCelite was added
3. 3
   workup.STIRRINGthe reaction mixture was stirred for 5 min
4. 4
   Filtrationfiltered
5. 5
   SonstigeAfter phase separation
6. 6
   Waschenthe organic phase was washed once with water
7. 7
   Trocknendried (sodium sulphate)
8. 8
   Filtrationfiltered
9. 9
   Einengenconcentrated under reduced pressure

Vorschrift

Under argon and with ice cooling, a solution of 5.4 g (purity 50%, 26.7 mmol) of ethyl oxoacetate in 50 ml of THF was quickly added dropwise to 7.6 g (48 mmol, 1.8 eq.) of bromo(cyclopropylmethyl)magnesium. The reaction mixture was stirred for another 48 h, diluted with ethyl acetate and quenched with water. Celite was added, and the reaction mixture was stirred for 5 min and then filtered. After phase separation, the organic phase was washed once with water, dried (sodium sulphate), filtered and concentrated under reduced pressure. Yield: 2.6 g (60% of theory)

Quelle