Dimethyl Sulfoxide → 2-Cyano-2-(2-phenoxyphenyl)hexyl bromide

HRID 1862997Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1862997
[O:1]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH:14]([CH2:17][CH2:18][CH2:19][CH3:20])[C:15]#[N:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:21][CH2:22]Br.CS(C)=O.[OH-].[Na+]>O>[C:15]([C:14]([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[O:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)([CH2:17][CH2:18][CH2:19][CH3:20])[CH2:22][Br:21])#[N:16]

Komponenten

6

Edukt 4

HCID 679Dimethyl SulfoxideHCID 3024DibromomethaneHCID 14798Sodium HydroxideHCID 197756142-(2-Phenoxyphenyl)hexanenitrile

Produkt 1

HCID 234689402-Cyano-2-(2-phenoxyphenyl)hexyl bromideAusbeute 82,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Into a three-necked 300 ml round bottom flask are charged 10 g (0.038 mole) of 2-(2-phenoxyphenyl) hexanenitrile, 6.6 g (0.038 mole) of dibromomethane and 50 ml of dimethyl sulfoxide. To this mixture with stirring is added 3.2 g (0.04 mole) of 50% sodium hydroxide solution dropwise. Reaction mixture is heated to give 60° for two hours and then poured into water and extracted with hexane. Combined hexane extracts are washed with water and dried over MgSO4. Solvent is evaporated under vacuum to give 11.2 g of product.

Aufarbeitung

  1. customReaction mixture
  2. temperatureis heated
  3. customto give 60° for two hours
  4. extractionextracted with hexane
  5. washCombined hexane extracts are washed with water
  6. dry with materialdried over MgSO4
  7. customSolvent is evaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-e0c95b3102574855a1e2ee9491436efa
Quelldatensatz
uspto-grants-1979_09
Patentnummer
US04167576

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