Potassium Hydroxide → 5,6-Dihydro-4H-cyclopenta[c]furan-5-carboxylic acid
Reaktionsgleichung
[C:1]([CH:6]1[CH2:13][C:9]2=[CH:10][O:11][CH:12]=[C:8]2[CH2:7]1)([O:3]CC)=[O:2].[OH-].[K+]>C(O)C.O>[C:1]([CH:6]1[CH2:13][C:9]2=[CH:10][O:11][CH:12]=[C:8]2[CH2:7]1)([OH:3])=[O:2]Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
Dissolve 5-(carboethoxy)-2,4,5,6-tetrahydrocyclopenta[c]furan (6.2 g, 34.1 mmol) in ethanol (95%, 150 mL) and water (75 mL). Add potassium hydroxide (9.5 g, 0.17 mol) and stir at room temperature for 1 hour. Partition between water (150 mL) and ethyl ether (2×150 mL). Acidify the aqueous phase with hydrochloric acid to pH 1. Extract with methylene chloride (2×150 mL), dry (Na2SO4) and evaporate the solvent in vacuo to give 5-(carboxy )-2,4,5,6-tetrahydrocyclopenta [c]furan.
Aufarbeitung
- customPartition between water (150 mL) and ethyl ether (2×150 mL)
- extractionExtract with methylene chloride (2×150 mL)
- dry with materialdry (Na2SO4)
- customevaporate the solvent in vacuo
Quellen und Nachweise
- ORD-Eintrag
- ord-6ce17ab082444cb7a88301012cc5d4e9
- Quelldatensatz
- uspto-grants-1995_05
- Patentnummer
- US05420271
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