Sodium hydride → HCID 20306008, Verbindung

HRID 1732339Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1732339
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([OH:10])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[H-].[Na+].S(O[CH2:18][CH2:19][O:20][C:21]1[C:26]([O:27][CH3:28])=[CH:25][CH:24]=[CH:23][C:22]=1[O:29][CH3:30])(=O)(=O)C>>[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][CH2:18][CH2:19][O:20][C:21]2[C:26]([O:27][CH3:28])=[CH:25][CH:24]=[CH:23][C:22]=2[O:29][CH3:30])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 3

HCID 24758Sodium hydrideHCID 107492911-(4-Hydroxypiperidin-1-yl)ethan-1-oneHCID 20306015HCID 20306015, Verbindung

Produkt 1

HCID 20306008HCID 20306008, VerbindungAusbeute 61,8 %

Versuchsvorschrift

N-Acetyl-4-hydroxypiperidine (4.3 g.) in D.M.F. (50 ml.) was added dropwise to a stirred suspension of sodium hydride (3.0 g., 50% dispersion in mineral oil) in D.M.F. (50 ml.) under an atmosphere of nitrogen. After stirring for 3 hours at room temperature 2-[2,6-dimethoxyphenoxy]ethyl mesylate (9.0 g.) in D.M.F. (50 ml.) was added dropwise and stirring continued for 20 hours at room temperature. The solvent was evaporated in vacuo, the residue taken up in water, extracted with chloroform (3×100 ml.), the organic layer dried (Na2SO4) and the solvent evaporated. Distillation gave N-acetyl-4-(2-[2,6-dimethoxyphenoxy]ethoxy)piperidine (6.0 g.), b.p. 200° C. @ 1 mm.

Aufarbeitung

  1. addition(50 ml.) was added dropwise
  2. customThe solvent was evaporated in vacuo
  3. extractionextracted with chloroform (3×100 ml.)
  4. dry with materialthe organic layer dried (Na2SO4)
  5. customthe solvent evaporated
  6. distillationDistillation

Quellen und Nachweise

ORD-Eintrag
ord-125bac00048e4b1fb7df492330a7f707
Quelldatensatz
uspto-grants-1980_12
Patentnummer
US04237138

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