Cesium carbonate → Methyl 5-(tert-butoxycarbonylamino)-1-methylcyclohex-3-enecarboxylate

HRID 527025Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 527025
[CH3:1][C:2]12[CH2:17][CH:6]([N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[C:8]1=[O:9])[CH:5]=[CH:4][CH2:3]2.IC1C2CC(C)(C(=O)N2[C:27](OC(C)(C)C)=[O:28])CC=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CO>[C:13]([O:12][C:10]([NH:7][CH:6]1[CH2:17][C:2]([CH3:1])([C:8]([O:28][CH3:27])=[O:9])[CH2:3][CH:4]=[CH:5]1)=[O:11])([CH3:16])([CH3:15])[CH3:14]

Komponenten

5

Edukt 3

HCID 10796Cesium carbonateHCID 68008024Tert-butyl 1-methyl-7-oxo-6-azabicyclo[3.2.1]oct-3-ene-6-carboxylateHCID 86667435Tert butyl 4-iodo-1-methyl-7-oxo-6-azabicyclo[3.2.1]oct-3-ene-6-carboxylate

Produkt 1

HCID 67285544Methyl 5-(tert-butoxycarbonylamino)-1-methylcyclohex-3-enecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl 1-methyl-7-oxo-6-azabicyclo[3.2.1]oct-3-ene-6-carboxylate, 52e, (4.93 g, 20.78 mmol) in MeOH (100 mL) was added cesium carbonate (13.54 g, 41.56 mmol). The reaction was stirred overnight and then concentrated in vacuo. The cesium salts were precipitated with Et2O and filtered. The ether filtrate was evaporated to give 5.5 g of a yellow oil that was used without further purification.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. customThe cesium salts were precipitated with Et2O
  3. filtrationfiltered
  4. customThe ether filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-71bcace286b84a09a75976d1b6e10751
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09345708B2

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