Dimethyl malonate → HCID 2764544、化合物

HRID 63411ノート

反応式

HRID 63411 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[C:11]([O:18][CH3:19])(=[O:17])[CH2:12][C:13]([O:15][CH3:16])=[O:14].[H-].[Na+]>CN(C=O)C>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([CH:12]([C:11]([O:18][CH3:19])=[O:17])[C:13]([O:15][CH3:16])=[O:14])=[N:3][CH:4]=1)([O-:10])=[O:9]

参加物

5

反応物 3

HCID 7943Dimethyl malonateHCID 24758Sodium hydride2 回HCID 783082-Chloro-5-nitropyridine

生成物 1

HCID 2764544HCID 2764544、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

A mixture of 2-chloro-5-nitropyridine (25.0 g, 158 mmol) and dimethyl malonate (21.9 g, 166 mmol) in DMF (150 mL) was cooled to 0° C., and sodium hydride (6.50 g of a 60% dispersion in mineral oil, 162 mmol) was added in small portions. The mixture was stirred at 0° C. for 1 hour following completion of the addition. Then, another equivalent of sodium hydride (6.5 g of a 60% dispersion in mineral oil, 162 mmol) was added in small portions. The reaction was quenched by the addition of acetic acid (10 mL), and the mixture was evaporated to dryness. The residue was triturated with diethyl ether (150 mL) overnight and filtered, providing crude dimethyl 2-(5-nitropyridin-2-yl)malonate as an orange solid.

後処理

  1. additioncompletion of the addition
  2. customThe reaction was quenched by the addition of acetic acid (10 mL)
  3. customthe mixture was evaporated to dryness
  4. customThe residue was triturated with diethyl ether (150 mL) overnight
  5. filtrationfiltered

出典と根拠

ORDレコード
ord-e6f40d01174d492584d8cc25340a9d6d
出典データセット
uspto-grants-2016_09
特許番号
US09447070B2

反応ノート

読み込み中…