Potassium Carbonate → Benzyl ethyl 2-(6-nitro-3-pyridinyl)malonate

HRID 1454703ノート

反応式

HRID 1454703 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]([N+:8]([O-:10])=[O:9])=[N:6][CH:7]=1.[C:11]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=[O:18])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].C([O-])([O-])=O.[K+].[K+]>O1CCCC1.CN(C)C=O.O>[N+:8]([C:5]1[N:6]=[CH:7][C:2]([CH:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:11]([O:19][CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[O:18])=[CH:3][CH:4]=1)([O-:10])=[O:9]

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 562228Benzyl ethyl malonateHCID 8176205-Bromo-2-nitropyridine

生成物 1

HCID 21875897Benzyl ethyl 2-(6-nitro-3-pyridinyl)malonate収率 35.8%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of 5-bromo-2-nitropyridine (8.66 g, 42.7 mmol) and benzyl ethyl malonate (9.50 g, 42.7 mmol) in tetrahydrofuran (160 ml) and dimethylformamide (40 ml) was added K2CO3 (5.90 g, 42.7 mmol) and stirred under reflux temperature for 20 h. The mixture was diluted with water (11) and extracted with ethyl acetate (3×200 ml). The organic layer was washed with brine, dried (MgSO4) and concentrated to give 5.26 g of title compound as orange oil.

後処理

  1. temperatureunder reflux temperature for 20 h
  2. extractionextracted with ethyl acetate (3×200 ml)
  3. washThe organic layer was washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-9eb6aa05f81442f98aec36dbe0fdae65
出典データセット
uspto-grants-2009_01
特許番号
US07479564B2

反応ノート

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