Reaktion #540783

Reaktionsgleichung

Indium

2,2-dimethoxyacetaldehyde

allyl bromide

→

product

Ausbeute 53.1%

2-hydroxy-1,1-dimethoxy-pent-4-ene

Ausbeute 53.1%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe supernatant was decanted
2. 2
   Waschenwashed 3 times with ethanol (350, 350, and 450 mL)
3. 3
   workup.ADDITIONThe combined supernatants were mixed with 1500 mL
4. 4
   ExtraktionThe crude product was extracted with chloroform (1500, 300 mL)
5. 5
   WaschenThe combined organic layers were washed with 1500 mL saturated sodium chloride
6. 6
   ExtraktionThe chloroform extract
7. 7
   Trocknenwas dried over sodium sulfate
8. 8
   Filtrationfiltered
9. 9
   Sonstigeevaporated at reduced pressure

Vorschrift

Indium powder (0.52 mol, 1 eq., 60 g, 100 mesh) was added to an ethanol (250 mL) solution containing 2,2-dimethoxyacetaldehyde (0.52 mol, 1.0 eq., 90.62 g, 60 wt % solution in water) and allyl bromide (0.79 mol, 1.5 eq., 66.5 mL). The suspension was stirred at 40° C. for 3 h. The slurry was then centrifuged and the supernatant was decanted. The pellet was suspended and washed 3 times with ethanol (350, 350, and 450 mL). The combined supernatants were mixed with 1500 mL deionized water and 1500 mL saturated sodium chloride. The crude product was extracted with chloroform (1500, 300 mL). The combined organic layers were washed with 1500 mL saturated sodium chloride. The chloroform extract was dried over sodium sulfate, filtered and evaporated at reduced pressure. Yield 40.4 g (53% yield) product.

Quelle