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Sodium Hydroxide → {2-Methyl-4-[(z)-3-phenyl-3-(4-pyridin-2-ylethynyl-phenyl)-allyloxy]-phenoxy}-acetic acid

HRID 1810702
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1810702
C[O:2][C:3](=[O:37])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13]/[CH:14]=[C:15](/[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)\[C:16]2[CH:21]=[CH:20][C:19]([C:22]#[C:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)=[CH:18][CH:17]=2)=[CH:8][C:7]=1[CH3:36].[OH-].[Na+]>CO>[CH3:36][C:7]1[CH:8]=[C:9]([O:12][CH2:13]/[CH:14]=[C:15](/[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)\[C:16]2[CH:21]=[CH:20][C:19]([C:22]#[C:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)=[CH:18][CH:17]=2)[CH:10]=[CH:11][C:6]=1[O:5][CH2:4][C:3]([OH:37])=[O:2]
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Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 67146898HCID 67146898, Verbindung

Produkt 1

HCID 23634358{2-Methyl-4-[(z)-3-phenyl-3-(4-pyridin-2-ylethynyl-phenyl)-allyloxy]-phenoxy}-acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of the above ester (239 mg, 0.488 mmol) in methanol (40 ml) was added 1N NaOH (0.975 ml, 0.975 mmol) and the mixture were refluxed for 2 hr. After cooling to room temperature the mixture were evaporated in vacuo. The residue was dissolved in dichloromethane (50 mL) and extracted with water (10 ml). The aqueous phase was acidified with 1N HCl (1 ml) pH 3 and extracted with dichloromethane (20 ml). The dichloromethane phase were dried with anhydrous magnesium sulfate and subsequently evaporated in vacuo yielding the title acid as light green foam.

Aufarbeitung

  1. temperaturethe mixture were refluxed for 2 hr
  2. customwere evaporated in vacuo
  3. dissolutionThe residue was dissolved in dichloromethane (50 mL)
  4. extractionextracted with water (10 ml)
  5. extractionextracted with dichloromethane (20 ml)
  6. dry with materialThe dichloromethane phase were dried with anhydrous magnesium sulfate
  7. customsubsequently evaporated in vacuo
  8. customyielding the title acid as light green foam

Quellen und Nachweise

ORD-Eintrag
ord-13bb8dabac384a13a6005a4b17b63bf6
Quelldatensatz
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08362016B2

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