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

HRID 550894

반응식

HRID 550894 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매2회

반응 조건

온도
20 °C

실험 절차

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:

후처리

  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.

출처 및 근거

ORD 기록
ord-1a64d812e44e4c1fb937939e0611cd98
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947706B2

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