Sodium Bicarbonate → 2-n-Heptylthio-4-hydroxycyclopent-2-en-1-one

HRID 1448634Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1448634
[CH2:1]([S:8][C:9]1[C:10](=[O:21])[CH2:11][CH:12]([O:14]C2CCCCO2)[CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].C(=O)(O)[O-].[Na+].C1CCCCC1.C(OCC)(=O)C>C(O)(=O)C.O.O1CCCC1>[CH2:1]([S:8][C:9]1[C:10](=[O:21])[CH2:11][CH:12]([OH:14])[CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Komponenten

7

Edukt 3

HCID 516892Sodium BicarbonateHCID 203803622-n-Heptylthio-4-tetrahydropyranyloxycyclopent-2-en-1-oneHCID 21867204Cyclohexane ethylacetate

Produkt 1

HCID 203803872-n-Heptylthio-4-hydroxycyclopent-2-en-1-oneAusbeute 99,2 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 176Acetic AcidLösungsmittel2×HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2-n-Heptylthio-4-tetrahydropyranyloxycyclopent-2-en-1-one (80 mg) was dissolved in 5 ml of a mixture of acetic acid, water and tetrahydrofuran in a ratio of 3:1:1 and 2 ml of acetic acid, and the solution was allowed to stand at room temperature for 12 hours. The reaction mixture was neutralized with sodium bicarbonate, and extracted with ethyl acetate. The extract was treated by a customary procedure to afford 58 mg (95% yield) of 2-n-heptylthio-4-hydroxycyclopent-2-en-1-one having a single spot in thin-layer chromatography (cyclohexane/ethyl acetate=4/6). The product had the following characteristics.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. additionThe extract was treated by a customary procedure

Quellen und Nachweise

ORD-Eintrag
ord-5f0dfdb5ae0b429abecec7d8bcda2a1e
Quelldatensatz
uspto-grants-1979_12
Patentnummer
US04180672

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