Potassium Carbonate → N-[3-(Cyanomethoxy)phenyl]acetamide

HRID 2053284노트

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HRID 2053284 반응식
[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][CH:7]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:19][C:20]#[N:21]>CC(C)=O>[C:20]([CH2:19][O:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][CH:7]=1)#[N:21]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 121243-Hydroxyacetanilide

생성물 1

HCID 43093084N-[3-(Cyanomethoxy)phenyl]acetamide

시약·촉매·용매 1

HCID 180Acetone용매

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온도
100 °C

실험 절차

To a solution of N-(3-hydroxy-phenyl)-acetamide (5 g, 33.1 mmol) in acetone (50 ml) were added K2CO3 (5.49 g, 39.8 mmol) and bromo-acetonitrile (4.37 g, 36.4 mmol). The reaction mixture was heated to 100° C. for 3 h, filtered and the acetone layer evaporated in vacuo. This residue was dissolved in EtOAc (100 ml) and washed with 1M NaOH (10 ml×2). The organic layer was dried (Na2SO4), filtered and the solvent removed in vacuo. The crude residue was purified by column chromatography eluting with 80% EtOAc in heptane to give the title compound.

후처리

  1. filtrationfiltered
  2. customthe acetone layer evaporated in vacuo
  3. dissolutionThis residue was dissolved in EtOAc (100 ml)
  4. washwashed with 1M NaOH (10 ml×2)
  5. dry with materialThe organic layer was dried (Na2SO4)
  6. filtrationfiltered
  7. customthe solvent removed in vacuo
  8. customThe crude residue was purified by column chromatography
  9. washeluting with 80% EtOAc in heptane

출처 및 근거

ORD 기록
ord-2e3491b25b484fd18f41c9a2ad843a8c
출처 데이터셋
uspto-grants-2008_02
특허 번호
US07326732B2

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