Methyl iodide → 3-Oxo-2-oxa-bicyclo[2.2.1]heptane-5-carboxylic acid methyl ester

HRID 2242427Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2242427
[O:1]=[C:2]1[CH:7]2[CH2:8][CH:4]([CH2:5][CH:6]2[C:9]([OH:11])=[O:10])[O:3]1.[CH3:12]I>CC(C)=O.[Ag-]=O>[CH3:12][O:10][C:9]([CH:6]1[CH2:5][CH:4]2[CH2:8][CH:7]1[C:2](=[O:1])[O:3]2)=[O:11]

Komponenten

5

Edukt 2

HCID 6328Methyl iodideHCID 462449653-Oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid

Produkt 1

HCID 592041763-Oxo-2-oxa-bicyclo[2.2.1]heptane-5-carboxylic acid methyl esterAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418778HCID 178418778, VerbindungKatalysatorHCID 180AcetoneLösungsmittel

Versuchsvorschrift

Compound 32 (1.014 g, 6.50 mmol) was dissolved in acetone (35 mL) before methyl iodide (13.68 g, 96.4 mmol) and silver (I) oxide (1.61 g, 6.95 mmol) were added. After stirring for 3 h the mixture was filtered through celite and the filtrate was evaporated before purification by flash column chromatography (toluene/ethyl acetate 4:1) was performed yielding the methyl ester 41 (702 mg, 64%) as white crystals.

Aufarbeitung

  1. additionwere added
  2. filtrationwas filtered through celite
  3. customthe filtrate was evaporated before purification by flash column chromatography (toluene/ethyl acetate 4:1)

Quellen und Nachweise

ORD-Eintrag
ord-60fa8fe8bec5456ea6cef8f3bc60f353
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07671032B2

Notizen zur Reaktion

Wird geladen…