Methanol--water (1/1) → 3-Methylsulfonyl-5-(2-oxopyrrolidin-1-yl)benzoic acid

HRID 852665ノート

反応式

HRID 852665 の反応式
CS[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([N:12]2[CH2:16][CH2:15][CH2:14][C:13]2=[O:17])[CH:11]=1)[C:6]([OH:8])=[O:7].O[O:19][S:20]([O-:22])=O.[K+].[CH3:24]O.O>>[CH3:24][S:20]([C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([N:12]2[CH2:16][CH2:15][CH2:14][C:13]2=[O:17])[CH:11]=1)[C:6]([OH:8])=[O:7])(=[O:22])=[O:19]

参加物

4

反応物 3

HCID 22242641Methanol--water (1/1)HCID 23707502Potassium hydroxy sulfiteHCID 693576453-Methylsulfanyl-5-(2-oxo-pyrrolidin-1-yl)-benzoic acid

生成物 1

HCID 210741993-Methylsulfonyl-5-(2-oxopyrrolidin-1-yl)benzoic acid収率 86%

実験手順

To a solution of 3-methylsulfanyl-5-(2-oxo-pyrrolidin-1-yl)-benzoic acid (A1) (59 mg, 0.235 mmol, 1 equiv) in MeOH/H2O (3:1, 24 ml) was added oxone (578 mg, 0.94 mol, 4 equiv). The resulting mixture was stirred at room temperature for 50 min and then concentrated in vacuo. The residue was partitioned between AcOEt and H2O and the layers separated. The organic layer was washed with H2O and brine, dried over Na2SO4 and concentrated in vacuo to give a solid which was triturated with Et2O to give 3-methanesulfonyl-5-(2-oxo-pyrrolidin-1-yl)-benzoic acid (A5) (57 mg, 86%) as a white solid. [M+H]+=284.0, RT=2.05 min

後処理

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between AcOEt and H2O
  3. customthe layers separated
  4. washThe organic layer was washed with H2O and brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. customto give a solid which
  8. customwas triturated with Et2O

出典と根拠

ORDレコード
ord-f26ff93a345a4bea925d2c8bec78a1dc
出典データセット
uspto-grants-2007_08
特許番号
US07253198B2

反応ノート

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