Diethyl Oxalate → Ethyl 3-(3-nitropyridin-4-yl)-2-oxopropanoate

HRID 550894

反応式

HRID 550894 の反応式
[Na].[C:2]([O:9][CH2:10][CH3:11])(=[O:8])[C:3]([O:5]CC)=O.[CH3:12][C:13]1[CH:18]=[CH:17][N:16]=[CH:15][C:14]=1[N+:19]([O-:21])=[O:20]>C(O)C>[N+:19]([C:14]1[CH:15]=[N:16][CH:17]=[CH:18][C:13]=1[CH2:12][C:3](=[O:5])[C:2]([O:9][CH2:10][CH3:11])=[O:8])([O-:21])=[O:20]

参加物

5

反応物 3

HCID 7268Diethyl OxalateHCID 5218284-Methyl-3-nitropyridineHCID 5360545Sodium

生成物 1

HCID 23269548Ethyl 3-(3-nitropyridin-4-yl)-2-oxopropanoate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

反応条件

温度
20 °C

実験手順

To a solution of 930 mg of sodium in 50 mL of absolute ethanol are rapidly added 26 mL of diethyl oxalate. The reaction medium is stirred for 15 minutes at 20° C. A solution of 3.8 g of 4-methyl-3-nitropyridine in 50 mL of absolute ethanol is then added dropwise over 1 hour. The reaction medium is stirred for 4 hours at a temperature in the region of 20° C. and then concentrated under reduced pressure. The residue is taken up in 100 mL of ethyl ether and then filtered. The solid is stirred with 40 mL of 5N hydrochloric acid and then filtered, washed with water and dried under vacuum at 40° C. to give 6.2 g of ethyl 3-(3-nitro-4-pyridyl)-2-oxopropionate having the following characteristics:

後処理

  1. stirringThe reaction medium is stirred for 4 hours at a temperature in the region of 20° C.
  2. concentrationconcentrated under reduced pressure
  3. filtrationfiltered
  4. stirringThe solid is stirred with 40 mL of 5N hydrochloric acid
  5. filtrationfiltered
  6. washwashed with water
  7. customdried under vacuum at 40° C.

出典と根拠

ORDレコード
ord-1a64d812e44e4c1fb937939e0611cd98
出典データセット
uspto-grants-2011_05
特許番号
US07947706B2

関連ノート

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