Water → Ethyl N-{4-[(3-isopropyl-1H-indol-5-yl)oxy]-3,5-dimethylphenyl}glycinate

HRID 1007495Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1007495
[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[C:19]([CH3:20])=[CH:18][C:17]([NH2:21])=[CH:16][C:15]=3[CH3:22])[CH:11]=2)[NH:6][CH:5]=1)([CH3:3])[CH3:2].Br[CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26].C([O-])(=O)C.[Na+].O>C(O)C>[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[C:15]([CH3:22])=[CH:16][C:17]([NH:21][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:18][C:19]=3[CH3:20])[CH:11]=2)[NH:6][CH:5]=1)([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 517045Sodium AcetateHCID 226697004-[(3-isopropyl-1H-indol-5-yl)oxy]-3,5-dimethylaniline

Produkt 1

HCID 22669446Ethyl N-{4-[(3-isopropyl-1H-indol-5-yl)oxy]-3,5-dimethylphenyl}glycinate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

210 mg of 4-[(3-isopropyl-1H-indol-5-yl)oxy]-3,5-dimethylaniline (Example XV) are brought under reflux with 119 mg of ethyl bromoacetate and 117 mg of sodium acetate in 10 ml of ethanol for 24 h. After addition of water, the mixture is extracted with ether, and the organic phase is dried and concentrated in a rotary evaporator. By chromatographic purification (cyclohexane/ethyl acetate), 143 mg (53%) of ethyl N-{4-[(3-isopropyl-1H-indol-5-yl)oxy]-3,5-dimethylphenyl} glycinate are obtained.

Aufarbeitung

  1. extractionthe mixture is extracted with ether
  2. customthe organic phase is dried
  3. concentrationconcentrated in a rotary evaporator
  4. customBy chromatographic purification (cyclohexane/ethyl acetate), 143 mg (53%) of ethyl N-{4-[(3-isopropyl-1H-indol-5-yl)oxy]-3,5-dimethylphenyl} glycinate
  5. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-8cb5f2a0cd964e3eabd9bd27f4153850
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06794406B2

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