Sodium Chloride → HCID 68115395、化合物

HRID 525059

反応式

HRID 525059 の反応式
[CH3:1][C:2]1([CH3:8])[CH2:6][CH2:5][CH2:4][C:3]1=O.[C:9]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])#[N:10].C([O-])(=O)C.[NH4+].[Na+].[Cl-]>C1(C)C=CC=CC=1.C(O)(=O)C>[C:9](/[C:11](=[C:3]1\[C:2]([CH3:8])([CH3:1])[CH2:6][CH2:5][CH2:4]\1)/[C:12]([O:14][CH2:15][CH3:16])=[O:13])#[N:10]

参加物

7

反応物 4

HCID 5234Sodium ChlorideHCID 7764Ethyl cyanoacetateHCID 1382862,2-DimethylcyclopentanoneHCID 517165Ammonium Acetate

生成物 1

HCID 68115395HCID 68115395、化合物収率 32%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 1140Toluene溶媒

実験手順

2,2-dimethylcyclopentanone (5 g, 44.6 mmol, 1 equiv.) was dissolved in toluene (100 mL). Then, ethyl 2-cyanoacetate (5.04 g, 44.6 mmol, 1 equiv.), ammonium acetate (2.4 g, 31.2 mmol, 0.7 equiv.) and acetic acid (2.8 mL) were added in the mixture at room temperature. The mixture was refluxed for 20 hours. 10% NaCl solution (100 mL) was added in the mixture. Then, the organic layer was washed by water (50 mL) and brine (50 mL), dried by sodium sulfate and filtered. The organic layer was concentrated and the residue was purified by column chromatography to give (E)-ethyl 2-cyano-2-(2,2-dimethylcyclopentylidene)acetate (2.47 g, 32%) as a colorless oil. MS: m/z 208 (M+H)+.

後処理

  1. temperatureThe mixture was refluxed for 20 hours
  2. washThen, the organic layer was washed by water (50 mL) and brine (50 mL)
  3. dry with materialdried by sodium sulfate
  4. filtrationfiltered
  5. concentrationThe organic layer was concentrated
  6. customthe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-e765755804404f4fa2800d15355e2ebe
出典データセット
uspto-grants-2016_05
特許番号
US09340554B2

関連ノート

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