반응 #2200592

ord-93f71a360ac84b909cf9a32f1cbb5674

반응 방정식

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
수율 37.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타to react at room temperature for 72 hours
  2. 2
    추출extracted with ethyl acetate
  3. 3
    세척The organic layer was washed with saturated brine
  4. 4
    건조dried on anhydrous magnesium sulfate, and condensed
  5. 5
    기타to yield a residue
  6. 6
    기타This was recrystallized from ethyl acetate and toluene

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07432100B2uspto-grants-2008_10