Methanol → Methyl pyrazinoate

HRID 7163

反応式

HRID 7163 の反応式
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([OH:9])=[O:8].OS(O)(=O)=O.[CH3:15]O>>[CH3:15][O:8][C:7]([C:2]1[CH:3]=[N:4][CH:5]=[CH:6][N:1]=1)=[O:9]

参加物

4

反応物 3

HCID 887MethanolHCID 10472-Pyrazinecarboxylic acidHCID 1118Sulfuric Acid

生成物 1

HCID 72662Methyl pyrazinoate収率 59%

実験手順

A solution of 2-pyrazinecarboxylic acid (2.00 g, 16.1 mmol) and H2SO4 (catalytic) in MeOH (50 mL) was heated at reflux for 45 minutes, then concentrated in vacuo. The residue was partitioned between EtOAc (40 mL) and saturated NaHCO3(aq) (20 mL). The organic phase was washed with saturated NaHCO3(aq) (20 mL) and brine (10 mL), then dried (MgSO4) and concentrated in vacuo to give colourless crystals (1.32 g, 59%). 1H NMR (CDCl3) □ 4.04 (s, 3H), 8.72 (dd, 11H, J=2.4, 1.2 Hz), 8.77 (d, 1H, J=2.4 Hz), 9.32 (d, 1H, J=1.2 Hz).

後処理

  1. temperatureat reflux for 45 minutes
  2. concentrationconcentrated in vacuo
  3. customThe residue was partitioned between EtOAc (40 mL) and saturated NaHCO3(aq) (20 mL)
  4. washThe organic phase was washed with saturated NaHCO3(aq) (20 mL) and brine (10 mL)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-1245e15db51147829497f5c1ab0ba500
出典データセット
uspto-grants-2006_08
特許番号
US07084155B2

関連ノート

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