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Potassium Carbonate → Ethyl 1-(2-cyano-3-methylamino-4-nitrophenyl)-2-oxo-cyclopentanecarboxylate

HRID 1634243
ノート
印刷プレビュー

反応式

HRID 1634243 の反応式
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([NH:10][CH3:11])[C:5]([N+:12]([O-:14])=[O:13])=[CH:4][CH:3]=1.[O:15]=[C:16]1[CH2:20][CH2:19][CH2:18][CH:17]1[C:21]([O:23][CH2:24][CH3:25])=[O:22].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.[NH4+].[Cl-]>[C:8]([C:7]1[C:6]([NH:10][CH3:11])=[C:5]([N+:12]([O-:14])=[O:13])[CH:4]=[CH:3][C:2]=1[C:17]1([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:18][CH2:19][CH2:20][C:16]1=[O:15])#[N:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 69136Ethyl 2-oxocyclopentanecarboxylateHCID 112180896-Chloro-2-(methylamino)-3-nitrobenzonitrile

生成物 1

HCID 12035481Ethyl 1-(2-cyano-3-methylamino-4-nitrophenyl)-2-oxo-cyclopentanecarboxylate収率 40.3%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒
HCID 25517
Ammonium Chloride
溶媒

実験手順

A mixture of 6-chloro-2-methylamino-3-nitrobenzonitrile (200 mg, 0.95 mmol) (Example 4), ethyl 2-oxocyclopentanecarboxylate (177 mg, 1.13 mmol) and K2CO3 (287 mg, 2.07 mmol) in DMF (5 mL) was stirred at room temperature for 60 h. The mixture was diluted with sat. NH4Cl solution and extracted with ether. The ethereal layer was washed with water and brine, dried (Na2SO4), filtered and concentrated. The residue was purified by chromatography on silica (hexanes: EtOAc=3:1) to give ethyl 1-(2-cyano-3-methylamino-4-nitrophenyl)-2-oxo-cyclopentanecarboxylate (127 mg, 40%) as a yellow solid.

後処理

  1. extractionextracted with ether
  2. washThe ethereal layer was washed with water and brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by chromatography on silica (hexanes: EtOAc=3:1)

出典と根拠

ORDレコード
ord-c1726e4f62de425c9d677ac805b5924a
出典データセット
uspto-grants-2003_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06506769B2

反応ノート

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