Sodium Methoxide → HCID 18594804, Verbindung

HRID 2071343Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2071343
C([S:4][CH:5]([CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:6][CH2:7][C@@H:8]1[C@@H:12]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:11](=[O:24])[CH2:10][CH2:9]1)(=O)C.C[O-].[Na+]>CO>[O:24]=[C:11]1[CH2:10][CH2:9][C@H:8]([CH2:7][CH2:6][CH:5]([SH:4])[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[C@H:12]1[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]

Komponenten

4

Edukt 2

HCID 10942334Sodium MethoxideHCID 18594874HCID 18594874, Verbindung

Produkt 1

HCID 18594804HCID 18594804, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 606 mg. of ethyl 15-acetylthio-9-oxoprostanoate (Example 113) in 20 ml. of reagent methanol is treated, under nitrogen atmosphere, with 1.6 ml. of 1N methanolic sodium methoxide. After 10 minutes the reaction is quenched by the addition of 0.3 ml. of glacial acetic acid and taken to dryness. A solution of the residue in ether is washed with saturated sodium chloride solution, dried with anhydrous magnesium sulfate and taken to dryness to afford 428 mg. (89%) of an oil; λ max. 4.0 (sulfhydryl) and 5.78 μ (carbonyls).

Aufarbeitung

  1. customAfter 10 minutes the reaction is quenched by the addition of 0.3 ml
  2. washA solution of the residue in ether is washed with saturated sodium chloride solution
  3. dry with materialdried with anhydrous magnesium sulfate
  4. customto afford 428 mg

Quellen und Nachweise

ORD-Eintrag
ord-d501d568d263435799c2eedc70bd2be2
Quelldatensatz
uspto-grants-1977_09
Patentnummer
US04046787

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