Acetic Acid → (Z)-3-Amino-2-methyl-2-butenoic Acid Ethyl Ester

HRID 1367638ノート

反応式

HRID 1367638 の反応式
[C:1]([O-])(=[O:3])[CH3:2].[NH4+:5].C(O)(=[O:8])C.[C:10]1([CH3:16])[CH:15]=[CH:14]C=C[CH:11]=1>>[NH2:5]/[C:15](/[CH3:14])=[C:10](/[CH3:16])\[C:11]([O:3][CH2:1][CH3:2])=[O:8]

参加物

4

反応物 3

HCID 176Acetic AcidHCID 1140TolueneHCID 517165Ammonium Acetate

生成物 1

HCID 53642952(Z)-3-Amino-2-methyl-2-butenoic Acid Ethyl Ester

実験手順

To a solution of ethyl 2-methyl acetoacetate (1, 4.00 mL, 27.7 mmol) in toluene (60 mL) was added ammonium acetate (12.83 g, 166 mmol) and acetic acid (10 mL) under N2 at room temperature. The reaction was heated to reflux for 4 h. A Dean stark trap was placed in between the reaction flask and a reflux condenser. Most of the solvents and NH4OAc were removed through a Dean-stark trap. The residue was dissolved in EtOAc (200 mL), washed with water (3×50 mL), and brine (50 mL). Dried over MgSO4, filtered, the solvent was removed under reduced pressure, and distilled at 80° C. 1.0 mm/Hg to afford 2.6 g of 2 as a 4.5:1 mixture of product and starting material which was taken on to the next step without further purification.

後処理

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 4 h
  3. customMost of the solvents and NH4OAc were removed through a Dean-stark trap
  4. dissolutionThe residue was dissolved in EtOAc (200 mL)
  5. washwashed with water (3×50 mL), and brine (50 mL)
  6. dry with materialDried over MgSO4
  7. filtrationfiltered
  8. customthe solvent was removed under reduced pressure
  9. distillationdistilled at 80° C

出典と根拠

ORDレコード
ord-89f83de2cdc74c92b9dcf1a212c8b889
出典データセット
uspto-grants-2011_02
特許番号
US07893260B2

反応ノート

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