Hydrochloric Acid → 2-Oxobicyclo(3.1.0)hexane-6-carboxylic acid

HRID 582726

Reaktionsgleichung

Reaktionsgleichung von HRID 582726
[O:1]=[C:2]1[CH2:7][CH2:6][CH:5]2[CH:3]1[CH:4]2[C:8]([O:10]CC)=[O:9].Cl>[OH-].[Na+]>[O:1]=[C:2]1[CH2:7][CH2:6][CH:5]2[CH:3]1[CH:4]2[C:8]([OH:10])=[O:9]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 565357Ethyl 2-oxobicyclo[3.1.0]hexane-6-carboxylate

Produkt 1

HCID 102194732-Oxobicyclo(3.1.0)hexane-6-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
27.5 °C

Versuchsvorschrift

A mixture of 60 g of ethyl 2-oxobicyclo[3.1.0]hexane-6-carboxylate and 300 ml of 1 N sodium hydroxide was stirred at 25-30° C. After 2.5 hours, concentrated hydrochloric acid was added to adjust the pH to 0.8-1.2. The resulting solution was extracted with ethyl acetate. The extracts were dried over magnesium sulfate, filtered, and concentrated to give 49.1 g (98%) of the crude material. Recrystallization from 100 ml of ethyl acetate gave the title compound, mp 123.5-128° C. FDMS: m/z =140 (M+) Analysis calculated for C7H8O3 : C, 60.00; H, 5.75. Found: C, 60.14; H, 5.79.

Aufarbeitung

  1. extractionThe resulting solution was extracted with ethyl acetate
  2. dry with materialThe extracts were dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto give 49.1 g (98%) of the crude material
  6. customRecrystallization from 100 ml of ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-59cc54f87c6e4be3ad316bb9afee6f32
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05925680

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