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

HRID 2053284ノート

反応式

HRID 2053284 の反応式
[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]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 121243-Hydroxyacetanilide

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2e3491b25b484fd18f41c9a2ad843a8c
出典データセット
uspto-grants-2008_02
特許番号
US07326732B2

反応ノート

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