反応 #72481

反応方程式

potassium carbonate

ethyl 2-(methylhydrazono)propanoate

2,6-diethyl-4-methylphenylacetyl chloride

ethyl acetate

→

title compound

収率 49.4%

Ethyl 2-[2-(2,6-diethyl-4-methylphenylacetyl)-2-methylhydrazono]propanoate

収率 49.4%

溶媒

hexane

acetonitrile

acetonitrile

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise over about 20 minutes
2. 2
   workup.STIRRINGThe resulting mixture was further stirred for 3.5 hours at room temperature
3. 3
   濃縮concentrated under reduced pressure
4. 4
   その他To the residue obtained
5. 5
   抽出was extracted with ethyl acetate (20 mL×3)
6. 6
   洗浄washed with a saturated sodium chloride aqueous solution (20 mL×2)
7. 7
   乾燥dried over anhydrous magnesium sulfate
8. 8
   濃縮concentrated under reduced pressure
9. 9
   その他The residue obtained

実験手順

1.5 g of potassium carbonate was added to a solution of 2.0 g of ethyl 2-(methylhydrazono)propanoate in 35 mL of acetonitrile. The mixture was stirred under cooling with ice, to which a solution of 2.6 g of 2,6-diethyl-4-methylphenylacetyl chloride in 10 mL of acetonitrile was added dropwise over about 20 minutes. The resulting mixture was further stirred for 3.5 hours at room temperature, and then concentrated under reduced pressure. To the residue obtained was added 20 mL of ice-water, which was extracted with ethyl acetate (20 mL×3). The extracts were combined, washed with a saturated sodium chloride aqueous solution (20 mL×2), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue obtained was subjected to basic alumina column chromatography (ethyl acetate:hexane=1:3 as eluent) to yield 1.9 g of the title compound as white crystals.

出典