Hydrochloric Acid → N-Cyclohexyl-3-(3-(oxazol-5-yl)phenethoxy)-N-(2-oxoethyl)propanamide

HRID 909909Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 909909
[CH:1]1([N:7]([CH2:26][CH:27](OC)[O:28]C)[C:8](=[O:25])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[O:24][CH:23]=[N:22][CH:21]=3)[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>CC(C)=O>[CH:1]1([N:7]([CH2:26][CH:27]=[O:28])[C:8](=[O:25])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[O:24][CH:23]=[N:22][CH:21]=3)[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 59290488N-Cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-(oxazol-5-yl)phenethoxy)propanamide

Produkt 1

HCID 59290455N-Cyclohexyl-3-(3-(oxazol-5-yl)phenethoxy)-N-(2-oxoethyl)propanamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a stirred solution of N-cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-(oxazol-5-yl)phenethoxy)propanamide [Example 10, Step iii)] (660 mg) in acetone (30 mL) was added 2M hydrochloric acid (10 mL). The mixture was stirred for 6 h before the solvents were removed followed by the addition of saturated sodium hydrogen carbonate until basic. The mixture was extracted three times with ethyl acetate, and the pooled organic fractions were washed once with brine, dried over sodium sulphate, filtered and evaporated to afford the sub-titled compound (525 mg). This material was used in the next step directly.

Aufarbeitung

  1. customwere removed
  2. additionfollowed by the addition of saturated sodium hydrogen carbonate until basic
  3. extractionThe mixture was extracted three times with ethyl acetate
  4. washthe pooled organic fractions were washed once with brine
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-9c38f9c3d2e44b77bbdded6f82e442e6
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08017602B2

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