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Sodium Iodide → 1-(4-Fluorobenzoyl)-2-oxo-3-pyrrolidinecarbonitrile

HRID 714777
ノート
印刷プレビュー

反応式

HRID 714777 の反応式
[C:1]([C:3]1[CH2:7][CH2:6][O:5][C:4]=1[NH:8][C:9](=[O:17])[C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1)#[N:2].[I-].[Na+]>CN(C)C=O>[F:16][C:13]1[CH:14]=[CH:15][C:10]([C:9]([N:8]2[CH2:6][CH2:7][CH:3]([C:1]#[N:2])[C:4]2=[O:5])=[O:17])=[CH:11][CH:12]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 5238Sodium IodideHCID 7655792N-(3-Cyano-4,5-dihydro-2-furanyl)-4-fluorobenzamide

生成物 1

HCID 114361891-(4-Fluorobenzoyl)-2-oxo-3-pyrrolidinecarbonitrile収率 26%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
150 °C

実験手順

To a solution of N-(3-cyano-4,5-dihydrofuran-2-yl)-4-fluorobenzamide (5.0 g) obtained in Step E in N,N-dimethylformamide (30 mL) was added sodium iodide (6.5 g), and the mixture was stirred at 150° C. for 30 min. The solvent was evaporated under reduced pressure, and to the residue was added ice water. The resulting solid was collected by filtration, and washed with water. The residue was purified by silica gel column chromatography (hexane/ethyl acetate), and the resulting solid was washed with diisopropyl ether to give the title compound (1.3 g).

後処理

  1. customThe solvent was evaporated under reduced pressure
  2. additionto the residue was added ice water
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with water
  5. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)
  6. washthe resulting solid was washed with diisopropyl ether

出典と根拠

ORDレコード
ord-53acff91ea2745cf9fbd875b5355a078
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09187453B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート