Methyl 3-oxovalerate → Methyl (2Z)-3-amino-2-pentenoate

HRID 1947111ノート

反応式

HRID 1947111 の反応式
O=[C:2]([CH2:8][CH3:9])[CH2:3][C:4]([O:6][CH3:7])=[O:5].C([O-])(=O)C.[NH4+:14]>CO>[NH2:14]/[C:2](/[CH2:8][CH3:9])=[CH:3]\[C:4]([O:6][CH3:7])=[O:5]

参加物

4

反応物 2

HCID 121699Methyl 3-oxovalerateHCID 517165Ammonium Acetate

生成物 1

HCID 21343688Methyl (2Z)-3-amino-2-pentenoate収率 18,415.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of methyl 3-oxovalerate (75.0 g, 576 mmol), ammonium acetate (222 g, 2.88 mmol) and methanol (750 mL) was stirred at room temperature for 3 days. The mixture was concentrated under reduced pressure, water (500 mL) was added to the residue and the mixture was extracted with ethyl acetate (200 mL). The extract was washed with brine, dried over magnesium sulfate, concentrated under reduced pressure, and dried to give the title compound (68.5 g, 92%) as a pale-yellow oil.

後処理

  1. concentrationThe mixture was concentrated under reduced pressure, water (500 mL)
  2. additionwas added to the residue
  3. extractionthe mixture was extracted with ethyl acetate (200 mL)
  4. washThe extract was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customdried

出典と根拠

ORDレコード
ord-9c88bd28a5dc47e6908e649ae605831a
出典データセット
uspto-grants-2013_03
特許番号
US08399449B2

反応ノート

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