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Sodium Hydroxide → 2-Hydroxy-N-[2-(2-methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]propanamide

HRID 1881322
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1881322
C([O:4][CH:5]([CH3:24])[C:6]([NH:8][CH2:9][CH2:10][CH:11]1[C:22]2[C:21]3[O:20][C:19]([CH3:23])=[N:18][C:17]=3[CH:16]=[CH:15][C:14]=2[CH2:13][CH2:12]1)=[O:7])(=O)C.[OH-].[Na+]>O1CCCC1>[OH:4][CH:5]([CH3:24])[C:6]([NH:8][CH2:9][CH2:10][CH:11]1[C:22]2[C:21]3[O:20][C:19]([CH3:23])=[N:18][C:17]=3[CH:16]=[CH:15][C:14]=2[CH2:13][CH2:12]1)=[O:7]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 577812671-Methyl-2-{[2-(2-methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]amino}-2-oxoethyl Acetate

Produkt 1

HCID 577812182-Hydroxy-N-[2-(2-methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]propanamideAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 1-methyl-2-{[2-(2-methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]amino}-2-oxoethyl acetate (70 mg, 0.212 mmol) in tetrahydrofuran (2 mL) was added 1N aqueous sodium hydroxide solution (2 mL), and the mixture was stirred at room temperature for 2 hr. The solvent was evaporated under reduced pressure. The residue was diluted with ethyl acetate, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (methanol/ethyl acetate) to give the title compound (52.4 mg, yield 86%).

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure
  2. additionThe residue was diluted with ethyl acetate
  3. washwashed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (methanol/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-9f0a82a05dae419698fdf578811f25b8
Quelldatensatz
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08318784B2

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