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Ammonium Chloride → 6-Tert-butyl-2-methoxynicotinonitrile

HRID 1961486
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HRID 1961486 반응식
[C:1]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[C:7](Cl)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:14][O-:15].[Na+].[NH4+].[Cl-]>CO>[C:1]([C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[C:7]([O:15][CH3:14])[N:6]=1)([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 10942334Sodium MethoxideHCID 532788766-Tert-butyl-2-chloropyridine-3-carbonitrile

생성물 1

HCID 667452296-Tert-butyl-2-methoxynicotinonitrile수율 85%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

In a screw cap pressure tube, 6-tert-butyl-2-chloronicotinonitrile (410.0 mg, 2.1 mmol) was dissolved in anhydrous MeOH (3.0 ml) under N2. NaOMe (159.3 mg, 2.9 mmol) was added as a solution in anhydrous MeOH (3.0 ml). The tube was sealed and the mixture refluxed for 20 hours. The mixture was allowed to cool. NH4Cl (sat.) was added and the product extracted with EtOAc. The combined organic extracts were washed with water, dried (MgSO4), filtered and concentrated. Purification was done by flash chromatography (Pet. Ether/EtOAc 95:5) to give the title substance in 85% yield.

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후처리

  1. customIn a screw cap pressure tube
  2. customThe tube was sealed
  3. temperaturethe mixture refluxed for 20 hours
  4. temperatureto cool
  5. extractionthe product extracted with EtOAc
  6. washThe combined organic extracts were washed with water
  7. dry with materialdried (MgSO4)
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customPurification
  11. customto give the title substance in 85% yield

출처 및 근거

ORD 기록
ord-f7b2f1a063814ccdb56407e82ee6d084
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08415333B2

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