Hydrochloric Acid → 5-(3-methoxyphenyl)pentanoic Acid

HRID 413424노트

반응식

HRID 413424 반응식
[OH-].[K+].C([O:5][C:6](=[O:24])[CH:7]([CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[CH:17]=1)C(OCC)=O)C.Cl>C(O)CO.O>[CH3:23][O:22][C:18]1[CH:17]=[C:16]([CH2:15][CH2:14][CH2:13][CH2:7][C:6]([OH:24])=[O:5])[CH:21]=[CH:20][CH:19]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 138163732-[3-(3-Methoxy-phenyl)-propyl]-malonic acid diethyl ester

생성물 1

HCID 105844855-(3-methoxyphenyl)pentanoic Acid

시약·촉매·용매 2

HCID 174Ethylene Glycol용매HCID 962Water용매

실험 절차

KOH (7.0 g, 0.105 mol) was added slowly to a hot solution of the diester from Step C (14 g, 0.046 mol) in ethylene glycol (50 mL) with stirring under Ar. The reaction mixture was heated at reflux for 3 hr, cooled, acidified to pH=2 with HCl, diluted with H2O (150 mL), and extracted with benzene (3×50 mL). The organic layers were combined, washed with dilute NaHCO3 solution (2×100 mL), H2O (2×50 mL), dried, filtered, and concentrated to dryness to give the title compound after chromatography on SiO2 eluting with CHCl3:MeOH, 40:1.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 3 hr
  3. temperaturecooled
  4. extractionextracted with benzene (3×50 mL)
  5. washwashed with dilute NaHCO3 solution (2×100 mL), H2O (2×50 mL)
  6. customdried
  7. filtrationfiltered
  8. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-c3f288ea2dd14c0883402ce3d3528ff1
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06566385B2

반응 노트

불러오는 중…