Sodium Hydroxide → HCID 14218633, Verbindung

HRID 2107848Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2107848
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:34]/[O:35]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)/[C:8]([NH:10][CH:11]2[C:32](=[O:33])[N:13]3[C:14]([C:21]([O:23][CH:24]([O:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH3:25])=[O:22])=[C:15](/[CH:18]=[CH:19]\[CH3:20])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[OH-].[Na+]>C(O)=O>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:34]/[OH:35])/[C:8]([NH:10][CH:11]2[C:32](=[O:33])[N:13]3[C:14]([C:21]([O:23][CH:24]([O:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH3:25])=[O:22])=[C:15](/[CH:18]=[CH:19]\[CH3:20])[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 88600617HCID 88600617, Verbindung

Produkt 1

HCID 14218633HCID 14218633, VerbindungAusbeute 67,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Versuchsvorschrift

A mixture of the product of Procedure 15 (1.55 g, 2.02 mmol) and 90% formic acid (3 ml) was stirred for 1 hr at room temperature and diluted with EtOAc-ice-water. The mixture was adjusted to pH 3.5 with 30% NaOH below 10° C. The organic layer was separated, washed with water, dried and concentrated under reduced pressure. The residue was chromatographed on a column of silica gel. The column was eluted with n-hexane-EtOAc and the fraction containing the desired product was evaporated to give 712 mg (67%) of the desired product.

Aufarbeitung

  1. customThe organic layer was separated
  2. washwashed with water
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was chromatographed on a column of silica gel
  6. washThe column was eluted with n-hexane-EtOAc
  7. additionthe fraction containing the desired product
  8. customwas evaporated

Quellen und Nachweise

ORD-Eintrag
ord-5cc9b68b2e7f41bbb9a541e4d49db31b
Quelldatensatz
uspto-grants-1990_06
Patentnummer
US04935508

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