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

HRID 450488ノート

反応式

HRID 450488 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 92.1%

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 mol) and methanol (750 mL) was stirred at room temperature for 3 days. After concentration 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. concentrationAfter concentration 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-72b539bbab76460689fcdeb12cf28e17
出典データセット
uspto-grants-2013_07
特許番号
US08486965B2

反応ノート

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