Hydrochloric Acid → 4-Benzyl-4-hydroxy-2-ketoglutaric acid

HRID 553377

반응식

HRID 553377 반응식
[C:1]1([CH2:7][C:8](=[O:12])[C:9]([OH:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:13]([CH2:18]C(O)=O)([C:15]([OH:17])=[O:16])=[O:14].[OH-].[K+].Cl>>[C:1]1([CH2:7][C:8]([OH:12])([C:9]([OH:11])=[O:10])[CH2:18][C:13](=[O:14])[C:15]([OH:17])=[O:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 970Oxaloacetic AcidHCID 997Phenylpyruvic acidHCID 14797Potassium Hydroxide

생성물 1

HCID 101714744-Benzyl-4-hydroxy-2-ketoglutaric acid수율 37%

실험 절차

Phenyl pyruvic acid (5.0 g, 30.5 mmol) and 12.1 g (91.4 mmol) of oxaloacetic acid were added to 25 mL of aqueous solution in which 13.8 g of potassium hydroxide (purity 85%) had been dissolved, and reacted at room temperature for 72 hours. A pH value of the reaction mixture was adjusted to 2.2 using concentrated hydrochloric acid, and the reaction mixture was extracted with ethyl acetate. An organic layer was washed with saturated aqueous NaCl solution, dried on magnesium sulfate anhydrate, and then concentrated to yield residue. The residue was recrystallized from ethyl acetate and toluene to yield 2.8 g (11.3 mmol) of 4-phenylmethyl-4-hydroxy-2-ketoglutaric acid as crystal.

후처리

  1. dissolutionhad been dissolved
  2. customreacted at room temperature for 72 hours
  3. extractionthe reaction mixture was extracted with ethyl acetate
  4. washAn organic layer was washed with saturated aqueous NaCl solution
  5. customdried on magnesium sulfate anhydrate
  6. concentrationconcentrated
  7. customto yield residue
  8. customThe residue was recrystallized from ethyl acetate and toluene

출처 및 근거

ORD 기록
ord-7a195b115e354b77a085f722371f1b31
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08048647B2

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