Ethyl Acetate → 3-(3-Methoxyphenyl)-2-methylpropanoic acid

HRID 323778노트

반응식

HRID 323778 반응식
Br[C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]2[C:3]=1[CH2:4][CH:5]([CH2:14]C)[C:6]2=[O:13].C([O-])(=[O:18])C.[Na+].CCOC(C)=O>C(O)(=O)C>[CH3:12][O:11][C:8]1[CH:7]=[C:3]([CH2:4][CH:5]([CH3:14])[C:6]([OH:13])=[O:18])[CH:2]=[CH:10][CH:9]=1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 517045Sodium AcetateHCID 105398944-Bromo-2-ethyl-7-methoxy-2,3-dihydro-1H-inden-1-one

생성물 1

HCID 105839593-(3-Methoxyphenyl)-2-methylpropanoic acid수율 73.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of the indanone (5c, 29.7 g, 0.110 mol), sodium acetate (15.0 g, 0.183 mol), 10% palladium-coal (3.01 g) in acetic acid (300 ml) was hydrogenated at atmospheric pressure. The catalyst was filtered off and the solvent evaporated. The residue was partitioned between water and AcOEt and the aqueous layer was extracted with AcOEt. The combined organic layers were washed with water, 5% NaHCO3 and brine, dried, filtered and evaporated. The crude product was purified by recrystallization from hexane:AcOEt to give the pure titled compound (15.7 g, 3 steps yield 51%), mp, 67-69° C.

후처리

  1. filtrationThe catalyst was filtered off
  2. customthe solvent evaporated
  3. customThe residue was partitioned between water and AcOEt
  4. extractionthe aqueous layer was extracted with AcOEt
  5. washThe combined organic layers were washed with water, 5% NaHCO3 and brine
  6. customdried
  7. filtrationfiltered
  8. customevaporated
  9. customThe crude product was purified by recrystallization from hexane

출처 및 근거

ORD 기록
ord-f3c13ddbcc63412d9f5e818fb0f17fde
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06214876B1

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