Hydrochloric Acid → isopentyl 3-[5-{[1-isopentyl-4-(3-methylbutanoyl)-1H-pyrrol-2-yl]carbonyl}-2-(isopentyloxy)phenyl]propanoate

HRID 2249655

반응식

HRID 2249655 반응식
[CH3:1][CH:2]([CH3:38])[CH2:3][C:4]([O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([C:15]2[N:16]([CH2:26][CH2:27][CH:28]([CH3:30])[CH3:29])[CH:17]=[C:18]([C:20](=[O:25])[CH2:21][CH:22]([CH3:24])[CH3:23])[CH:19]=2)=[O:14])=[CH:9][C:8]=1[CH2:31][CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])=O.[OH-].[Na+].Cl.C(=O)([O-])[O-].[K+].[K+].[CH2:48](I)[CH2:49][CH:50](C)C>O1CCCC1.CN(C)C=O.O.C(OCC)(=O)C.C(Cl)(Cl)Cl.C(O)C>[CH2:26]([N:16]1[CH:17]=[C:18]([C:20](=[O:25])[CH2:21][CH:22]([CH3:23])[CH3:24])[CH:19]=[C:15]1[C:13]([C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:4][CH2:3][CH:2]([CH3:1])[CH3:38])=[C:8]([CH2:31][CH2:32][C:33]([O:35][CH2:36][CH2:37][CH:49]([CH3:50])[CH3:48])=[O:34])[CH:9]=1)=[O:14])[CH2:27][CH:28]([CH3:29])[CH3:30]

참가 물질

12

반응물 5

HCID 313Hydrochloric Acid2회HCID 109241-Iodo-3-methylbutaneHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 178164722-(3-ethoxy-3-oxopropyl)-4-{[1-isopentyl-4-(3-methylbutanoyl)-1H-pyrrol-2-yl]carbonyl}phenyl 3-methylbutanoate

생성물 1

HCID 68985376isopentyl 3-[5-{[1-isopentyl-4-(3-methylbutanoyl)-1H-pyrrol-2-yl]carbonyl}-2-(isopentyloxy)phenyl]propanoate

시약·촉매·용매 6

HCID 702Ethanol용매HCID 962Water용매2회HCID 6212Chloroform용매HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 0.68 g of 2-(3-ethoxy-3-oxopropyl)-4-{[1-isopentyl-4-(3-methylbutanoyl)-1H-pyrrol-2-yl]carbonyl}phenyl 3-methylbutanoate in 4 ml of tetrahydrofuran is dropwise added to a mixture of 14 ml of ethanol and 13 ml of 1 mol/L sodium hydroxide solution at 40-50° C., and the mixture thus obtained is stirred at the same temperature as above for one hour. Water and chloroform are added to the reaction mixture, pH is adjusted to 2 with 6 mol/L hydrochloric acid, and the organic layer is separated. The organic layer is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure. The residue thus obtained is dissolved in 14 ml of N,N-dimethylformamide, 0.89 g of potassium carbonate and 0.9 ml of isopentyl iodide are added, and the mixture thus obtained is stirred at 100° C. for 15 minutes. The reaction mixture cooled to ambient temperature is added to a mixture of ethyl acetate and water, pH is adjusted to 2 with 6 mol/L hydrochloric acid, and the organic layer is separated. The organic layer is washed with water and saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure. The residue is purified by silica gel column chromatography (eluent; hexane:ethyl acetate=5:1) to obtain 0.69 g of isopentyl 3-[5-{[1-isopentyl-4-(3-methylbutanoyl)-1H-pyrrol-2-yl]carbonyl}-2-(isopentyloxy)phenyl]propanoate.

후처리

  1. customthe mixture thus obtained
  2. customthe organic layer is separated
  3. washThe organic layer is washed with water and saturated aqueous solution of sodium chloride successively
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent is distilled off under reduced pressure
  6. customThe residue thus obtained
  7. customthe mixture thus obtained
  8. stirringis stirred at 100° C. for 15 minutes
  9. customthe organic layer is separated
  10. washThe organic layer is washed with water and saturated aqueous solution of sodium chloride
  11. dry with materialdried over anhydrous magnesium sulfate
  12. distillationthe solvent is distilled off under reduced pressure
  13. customThe residue is purified by silica gel column chromatography (eluent; hexane:ethyl acetate=5:1)

출처 및 근거

ORD 기록
ord-c73475212e8f4e12bb21c433a38e5a40
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07314888B1

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