Hydrochloric Acid → ethyl 2-(4-cyano-1H-1,2,3-triazol-1-yl)acetate

HRID 562446ノート

反応式

HRID 562446 の反応式
[N:1]([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+:2]=[N-:3].Cl[C:11](=[CH2:14])[C:12]#[N:13].Cl>O>[C:12]([C:11]1[N:3]=[N:2][N:1]([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:14]=1)#[N:13]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 69480Acetic acid, azido-, ethyl esterHCID 701982-Chloroacrylonitrile

生成物 1

HCID 54053451ethyl 2-(4-cyano-1H-1,2,3-triazol-1-yl)acetate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

4.1 g (31.9 mmol) of ethyl azidoacetate and 2.8 g (31.9 mmol) of 2-chloroacrylonitrile are stirred in 32 ml of water at a bath temperature of 80° C. for 16 h. After cooling to RT, the solution is acidified with 1 N hydrochloric acid and extracted with ethyl acetate. The organic phase is dried over sodium sulphate, filtered and concentrated under reduced pressure. 50 ml of ethanol and 10 drops of concentrated sulphuric acid are added to the residue, and the mixture is stirred under reflux for 16 h. For work-up, the reaction mixture is concentrated under reduced pressure, ethyl acetate is added to the residue, the suspension is washed with semiconcentrated sodium bicarbonate solution and the organic phase is dried over sodium sulphate. The solvent is removed completely on a rotary evaporator and the solid is dried under reduced pressure. Yield: 1.5 g (25% of theory)

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic phase is dried over sodium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. addition50 ml of ethanol and 10 drops of concentrated sulphuric acid are added to the residue
  6. temperatureunder reflux for 16 h
  7. concentrationFor work-up, the reaction mixture is concentrated under reduced pressure, ethyl acetate
  8. additionis added to the residue
  9. washthe suspension is washed with semiconcentrated sodium bicarbonate solution
  10. dry with materialthe organic phase is dried over sodium sulphate
  11. customThe solvent is removed completely on a rotary evaporator
  12. customthe solid is dried under reduced pressure

出典と根拠

ORDレコード
ord-eee98515784b4a6a91ff4c5acaf39ec9
出典データセット
uspto-grants-2011_11
特許番号
US08067407B2

反応ノート

読み込み中…