Sodium Sulfate → Methyl 4-(hydroxymethyl)oxane-4-carboxylate

HRID 2426964Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2426964
[O:1]1[CH2:6][CH2:5][C:4]([C:11](OC)=[O:12])([C:7]([O:9][CH3:10])=[O:8])[CH2:3][CH2:2]1.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[OH:12][CH2:11][C:4]1([C:7]([O:9][CH3:10])=[O:8])[CH2:5][CH2:6][O:1][CH2:2][CH2:3]1

Komponenten

4

Edukt 2

HCID 24436Sodium SulfateHCID 11063483Dimethyl Tetrahydropyran-4,4-dicarboxylate

Produkt 1

HCID 67253252Methyl 4-(hydroxymethyl)oxane-4-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

Under an atmosphere of argon, to a solution of lithium aluminum tri(tert-butoxy)hydride (1.93 g) in tetrahydrofuran (15 mL) was added a solution of dimethyl tetrahydro-2H-pyran-4,4-dicarboxylate (606 mg) in tetrahydrofuran (5 mL) and the mixture was stirred at room temperature for an hour. To the reaction mixture was added an an aqueous saturated sodium sulfate solution till being cloudy. An insoluble matter was filtered and the filtrate was concentrated. The obtained residue was purified by column chromatography on silica gel (hexane:ethyl acetate=2:1→1:2→1:4→ethyl

Aufarbeitung

  1. filtrationAn insoluble matter was filtered
  2. concentrationthe filtrate was concentrated
  3. customThe obtained residue was purified by column chromatography on silica gel (hexane

Quellen und Nachweise

ORD-Eintrag
ord-1cb772ebd4a04056a21e5f0a08731bfb
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07968572B2

Notizen zur Reaktion

Wird geladen…