Sodium Iodide → HCID 20197289, Verbindung

HRID 1249015Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1249015
Br[CH2:2][CH2:3][O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([C:20](=[O:22])[CH3:21])=[C:16]([OH:23])[C:15]=1[CH2:24][CH2:25][CH3:26].[C-:27]#[N:28].[Na+].[I-].[Na+]>CN(C)C=O>[C:20]([C:17]1[CH:18]=[CH:19][C:14]([O:13][CH2:12][CH2:11][O:10][CH2:9][CH2:8][O:7][CH2:6][CH2:5][O:4][CH2:3][CH2:2][C:27]#[N:28])=[C:15]([CH2:24][CH2:25][CH3:26])[C:16]=1[OH:23])(=[O:22])[CH3:21]

Komponenten

5

Edukt 3

HCID 5238Sodium IodideHCID 8929Sodium CyanideHCID 20197271HCID 20197271, Verbindung

Produkt 1

HCID 20197289HCID 20197289, VerbindungAusbeute 98,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 2.23 g of 1-[4-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]-2-hydroxy-3-propylphenyl]ethanone, 0.34 g of sodium cyanide and 0.77 g of sodium iodide in 40 ml of dimethyl formamide was stirred and heated at 80° for 70 minutes. The solvent was removed in vacuo, water was added to the residue and the product was extracted with ether. The dried (over magnesium sulfate) extract was concentrated in vacuo to give 1.93 g of crude 3-[2-[2-[2-(4-acetyl-3-hydroxy-2-propylphenoxy)ethoxy]ethoxy]ethoxy]propanenitrile. The low resolution mass spectrum showed the molecular ion at m/e 379.

Aufarbeitung

  1. temperatureheated at 80° for 70 minutes
  2. customThe solvent was removed in vacuo, water
  3. additionwas added to the residue
  4. extractionthe product was extracted with ether
  5. dry with materialThe dried (over magnesium sulfate)
  6. extractionextract
  7. concentrationwas concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5239276b445442bab6ee347a4b73a97e
Quelldatensatz
uspto-grants-1986_12
Patentnummer
US04628115

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