Ethanol → Ethyl 3-[2-(2-methoxyethoxy)-5-nitropyridin-4-yl]-2-oxopropionate potassium salt

HRID 553566ノート

反応式

HRID 553566 の反応式
[K:1].CCO.[CH3:5][O:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[C:14]([CH3:16])[C:13]([N+:17]([O-:19])=[O:18])=[CH:12][N:11]=1.[C:20](OCC)(=[O:26])[C:21]([O:23][CH2:24][CH3:25])=[O:22]>C(OCC)C.C1(C)C=CC=CC=1>[K:1].[CH3:5][O:6][CH2:7][CH2:8][O:9][C:10]1[CH:15]=[C:14]([CH2:16][C:20](=[O:26])[C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:13]([N+:17]([O-:19])=[O:18])=[CH:12][N:11]=1

参加物

7

反応物 4

HCID 702Ethanol2 回HCID 7268Diethyl OxalateHCID 5462222PotassiumHCID 598200212-(2-Methoxyethoxy)-4-methyl-5-nitropyridine

生成物 1

HCID 67461922Ethyl 3-[2-(2-methoxyethoxy)-5-nitropyridin-4-yl]-2-oxopropionate potassium salt

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
0 °C

実験手順

1.86 g of potassium are initially charged in 120 ml of dry diethyl ether, and 15 ml of EtOH are added slowly. The mixture is cooled to 0° C. 5 g of 2-(2-methoxyethoxy)-4-methyl-5-nitropyridine are dissolved in 15 ml of dry ether and 3 ml of EtOH and added. 27.5 g of diethyl oxalate were dissolved in 100 ml of toluene and, at 0° C., added dropwise over a period of 45 min. The mixture is stirred at room temperature for 24 h. The precipitate is allowed to settle, the mixture is filtered and the precipitate is washed with ether/n-heptane 1:1. The precipitate is dried under high vacuum. This gives ethyl 3-[2-(2-methoxyethoxy)-5-nitropyridin-4-yl]-2-oxopropionate potassium salt as a red solid. (LC-MS protonate form) C13H16N2O7 (312.28), MS (ESI): 313 (M+H+).

後処理

  1. additionadded dropwise over a period of 45 min
  2. filtrationthe mixture is filtered
  3. washthe precipitate is washed with ether/n-heptane 1:1
  4. customThe precipitate is dried under high vacuum

出典と根拠

ORDレコード
ord-93c2fb5a97904574b1b74696e84b3765
出典データセット
uspto-grants-2011_11
特許番号
US08048901B2

反応ノート

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