반응 #54466

반응 방정식

magnesium

2-acetyl-3,3-dimethylnorbornane

allyl chloride

NH4Cl

ether

allyl chloride

→

oil

ALPHA-ALLYL-ALPHA,3,3-TRIMETHYL-2-NORBORNANE-METHANOL

반응 조건

후처리

1. 1
   workup.ADDITIONAfter the addition
2. 2
   온도reflux
3. 3
   workup.ADDITIONThe reaction is very exothermic during this addition
4. 4
   workup.ADDITIONAt the end of the addition
5. 5
   온도refluxing
6. 6
   workup.WAITis continued for 1 hour
7. 7
   여과filtering
8. 8
   기타separating the layers
9. 9
   세척The organic layer is washed with two 200 cc portions of water
10. 10
    건조dried over MgSO4
11. 11
    여과filtered
12. 12
    농축concentrated

실험 절차

The magnesium turnings are placed into a 1 liter, 3 neck reaction flask, followed by 200 cc of anhydrous ether. Approximately 6 cc of allyl chloride is added to initiate formation of the Grignard reagent. When the reaction is initiated, the remaining allyl chloride is added dropwise over a 2 hour period, with moderate reflux. After the addition, reflux is continued for 1 hour; at which time 28.5 g 2-acetyl-3,3-dimethylnorbornane is introduced over a 20 minute period. The reaction is very exothermic during this addition. At the end of the addition, refluxing is continued for 1 hour. The work up is carried out by hydrolyzing with NH4Cl solution, filtering and separating the layers. The organic layer is washed with two 200 cc portions of water, dried over MgSO4, filtered and concentrated to give 34 grams of oil which is distilled to give 26 g of product, b.p. 90°-105° C. at 1-2 mm Hg.

출처