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Ammonia → HCID 54201772, Verbindung

HRID 1067120
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1067120
[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[C@H:19]([CH2:24][C:25]4[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=4)[C:28]([OH:30])=O)[CH2:20][CH2:21][CH2:22][CH:23]=3)[O:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O1CCCC1.ClC(OCC(C)C)=O.[NH3:47]>C(N(CC)CC)C>[C:1]1([C:7]2[N:8]=[C:9]([C:18]3[C@H:19]([CH2:24][C:25]4[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=4)[C:28]([NH2:47])=[O:30])[CH2:20][CH2:21][CH2:22][CH:23]=3)[O:10][C:11]=2[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 8028TetrahydrofuranHCID 62365Isobutyl chloroformateHCID 9955802HCID 9955802, Verbindung

Produkt 1

HCID 54201772HCID 54201772, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471Triethylamine
Lösungsmittel

Versuchsvorschrift

To a solution of (S)-3-{[2-(4,5-diphenyloxazol-2-yl)-2- cyclohexen-1-yl]methyl}benzoic acid (0.3 g) in a tetrahydrofuran (10 ml) were added isobutyl chloroformate (0.15 ml) and triethylamine (0.2 ml) at 0° C. under N2. After being stirred for 30 minutes, NH3 (5 ml, 4M solution in methanol) was added to the mixture. After being stirred for 30 minutes, the solvent was removed in vacuo. The residue was partitioned between ethyl acetate and lN-NaOH and the organic layer was washed with brine. The dried solvent was evaporated in vacuo. The residue was purified by chromatography on silica gel to give and the obtained residue was purified by chromatography on silica gel to give (S)-3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}- benzamide (0.03 g).

Aufarbeitung

  1. stirringAfter being stirred for 30 minutes
  2. customthe solvent was removed in vacuo
  3. customThe residue was partitioned between ethyl acetate
  4. washthe organic layer was washed with brine
  5. customThe dried solvent was evaporated in vacuo
  6. customThe residue was purified by chromatography on silica gel
  7. customto give
  8. customthe obtained residue was purified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-f4e6239afd0e4dd7a4b3021620b9d68a
Quelldatensatz
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06245790B1

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