Sodium Chloride → HCID 68115395, 화합물

HRID 525059

반응식

HRID 525059 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 68115395HCID 68115395, 화합물수율 32%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 1140Toluene용매

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-e765755804404f4fa2800d15355e2ebe
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340554B2

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