Ethyl 2-(1,4-dioxaspiro[4.5]decan-8-yl)acetate → 2-(1,4-Dioxaspiro(4.5)decan-8-yl)acetic acid

HRID 893333

Reaktionsgleichung

Reaktionsgleichung von HRID 893333
[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([CH2:11][C:12]([O:14]CC)=[O:13])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1>[OH-].[Na+].C(O)C>[O:1]1[C:5]2([CH2:10][CH2:9][CH:8]([CH2:11][C:12]([OH:14])=[O:13])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 1

HCID 15700391Ethyl 2-(1,4-dioxaspiro[4.5]decan-8-yl)acetate

Produkt 1

HCID 151011212-(1,4-Dioxaspiro(4.5)decan-8-yl)acetic acidAusbeute 87,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of ethyl 1,4-dioxaspiro[4,5]decane-8-acetate (50.0 g) in 50 mL of 4.8N sodium hydroxide solution and 400 mL of ethanol is refluxed under nitrogen for 2 hours. The mixture is concentrated in vacuo to remove the ethanol. The residue is acidified with a saturated sodium biphosphate solution and the mixture is extracted with ethyl acetate (2×300 mL). The organic extract is dried over magnesium sulfate, and evaporated in vacuo to give an oily solid which is triturated with hexane and filtered to give 38.25 g of the title compound as a white solid; mp 110°-113° C.

Aufarbeitung

  1. concentrationThe mixture is concentrated in vacuo
  2. customto remove the ethanol
  3. extractionthe mixture is extracted with ethyl acetate (2×300 mL)
  4. extractionThe organic extract
  5. dry with materialis dried over magnesium sulfate
  6. customevaporated in vacuo
  7. customto give an oily solid which
  8. customis triturated with hexane
  9. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-034a78a200814a57a5f7556d7620a45f
Quelldatensatz
uspto-grants-1992_06
Patentnummer
US05124332

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