反応 #2200592

ord-93f71a360ac84b909cf9a32f1cbb5674

反応方程式

Cl
hydrochloric acid
O=C(O)C(=O)Cc1ccccc1
phenylpyruvic acid
O=C(O)CC(=O)C(=O)O
oxalacetic acid
[K+].[OH-]
potassium hydroxide
O=C(O)C(=O)CC(O)(Cc1ccccc1)C(=O)O
4-phenylmethyl-4-hydroxy-2-ketoglutaric acid
収率 37.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他to react at room temperature for 72 hours
  2. 2
    抽出extracted with ethyl acetate
  3. 3
    洗浄The organic layer was washed with saturated brine
  4. 4
    乾燥dried on anhydrous magnesium sulfate, and condensed
  5. 5
    その他to yield a residue
  6. 6
    その他This was recrystallized from ethyl acetate and toluene

実験手順

To a solution of 13.8 g of potassium hydroxide (85% purity) dissolved in 25 ml of water were added 5.0 g (30.5 mmol) of phenylpyruvic acid and 12.1 g (91.4 mmol) of oxalacetic acid, and the mixture was allowed to react at room temperature for 72 hours. The reaction mixture was adjusted at pH 2.2 with conc. hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried on anhydrous magnesium sulfate, and condensed to yield a residue. This was recrystallized from ethyl acetate and toluene to yield 2.8 g (11.3 mmol) of 4-phenylmethyl-4-hydroxy-2-ketoglutaric acid as crystals.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07432100B2uspto-grants-2008_10