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Sodium thiocyanate → N-ethyl-N-methoxymethylpyrrolidinium thiocyanate

HRID 2264104
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HRID 2264104 반응식
[S-:1][C:2]#[N:3].[Na+].[Cl-].[CH2:6]([N+:8]1([CH2:13][O:14][CH3:15])[CH2:12][CH2:11][CH2:10][CH2:9]1)[CH3:7]>C(O)C>[S-:1][C:2]#[N:3].[CH2:6]([N+:8]1([CH2:13][O:14][CH3:15])[CH2:12][CH2:11][CH2:10][CH2:9]1)[CH3:7]
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참가 물질

4

반응물 2

HCID 516871Sodium thiocyanateHCID 23116096N-ethyl-N-methoxymethylpyrrolidinium chloride

생성물 1

HCID 86639054N-ethyl-N-methoxymethylpyrrolidinium thiocyanate수율 88.6%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

In 140 g of ethanol was dissolved 27.1 g of sodium thiocyanate (reagent, Wako Pure Chemical Ind. Ltd.). In 20.0 g of ethanol was dissolved 40.0 g of N-ethyl-N-methoxymethylpyrrolidinium chloride. The latter solution was added dropwise to the former solution at room temperature over a period of 0.5 hour to perform salt exchange. The mixture was stirred at room temperature for 36 hours to complete the reaction and filtered. The resulting solid product was washed with 300 g of ethanol. The filtrate was dried at reduced pressure. To the resulting product was added 200 ml of dehydrated chloroform (reagent, Wako Pure Chemical Ind. Ltd.) and cooled to −25° C. The mixture was filtered, concentrated and dried in vacuum. The residue was purified through alumina column (ICN Biomedicals. GmbH, ICN Alumina N, Act.1/eluent acetonitrile). The eluate was concentrated and dried in vacuum to obtain 39.9 g of the desired product (colorless liquid). The product was checked for 1H-NMR and electrical conductivity as in Example 1.

후처리

  1. additionThe latter solution was added dropwise to the former solution at room temperature over a period of 0.5 hour
  2. customthe reaction
  3. filtrationfiltered
  4. washThe resulting solid product was washed with 300 g of ethanol
  5. customThe filtrate was dried at reduced pressure
  6. additionTo the resulting product was added 200 ml of dehydrated chloroform (reagent, Wako Pure Chemical Ind. Ltd.)
  7. temperaturecooled to −25° C
  8. filtrationThe mixture was filtered
  9. concentrationconcentrated
  10. customdried in vacuum
  11. customThe residue was purified through alumina column (ICN Biomedicals. GmbH, ICN Alumina N, Act.1/eluent acetonitrile)
  12. concentrationThe eluate was concentrated
  13. customdried in vacuum

출처 및 근거

ORD 기록
ord-291f0478815e4d95812b139eb9d69b4c
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07854854B2

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