Sodium Bicarbonate → 1,1-Bis(propan-2-yl) 3-oxocyclobutane-1,1-dicarboxylate

HRID 539974

Reaktionsgleichung

Reaktionsgleichung von HRID 539974
C[O:2][C:3]1(OC)[CH2:6][C:5]([C:13]([O:15][CH:16]([CH3:18])[CH3:17])=[O:14])([C:7]([O:9][CH:10]([CH3:12])[CH3:11])=[O:8])[CH2:4]1.C(=O)(O)[O-].[Na+]>Cl>[O:2]=[C:3]1[CH2:6][C:5]([C:7]([O:9][CH:10]([CH3:12])[CH3:11])=[O:8])([C:13]([O:15][CH:16]([CH3:17])[CH3:18])=[O:14])[CH2:4]1

Komponenten

4

Edukt 2

HCID 516892Sodium BicarbonateHCID 49133591,1-Bis(propan-2-yl) 3,3-dimethoxycyclobutane-1,1-dicarboxylate

Produkt 1

HCID 49133571,1-Bis(propan-2-yl) 3-oxocyclobutane-1,1-dicarboxylateAusbeute 72,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A solution of dipropan-2-yl 3,3-dimethoxycyclobutane-1,1-dicarboxylate (10.0 g, 34.6 mmol) in hydrochloric acid (3 N, 55 mL) was heated at 50° C. for 4 hours. The resulting mixture was neutralized with a saturated aqueous solution of sodium bicarbonate and extracted with ethyl acetate (100 mL). The combined organic layers were dried over sodium sulfate and concentrated in vacuo to afford 6.073 g of dipropan-2-yl 3-oxocyclobutane-1,1-dicarboxylate as a light brown oil (yield was 72.3%).

Aufarbeitung

  1. extractionextracted with ethyl acetate (100 mL)
  2. dry with materialThe combined organic layers were dried over sodium sulfate
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ac225f494016404b805e790e8bf56ea6
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871756B2

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