反应 #2200592

ord-93f71a360ac84b909cf9a32f1cbb5674

反应方程式

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
收率 37.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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.

来源

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