Sodium Bromide → HCID 100834, Verbindung

HRID 1076020Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1076020
S(O[CH2:12][CH2:13][CH2:14][CH:15]=[CH:16][C:17]#[C:18][CH2:19][CH3:20])(C1C=CC(C)=CC=1)(=O)=O.[Br-:21].[Na+]>CN(C)C=O>[Br:21][CH2:12][CH2:13][CH2:14][CH:15]=[CH:16][C:17]#[C:18][CH2:19][CH3:20]

Komponenten

4

Edukt 2

HCID 253881Sodium BromideHCID 53748711HCID 53748711, Verbindung

Produkt 1

HCID 100834HCID 100834, VerbindungAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 42.7 g. of 1-tosyloxynon-4-en-6-yne (0.14 moles) in 150 ml. of anhydrous dimethylformamide is added 18.7 g. of sodium bromide (0.16 moles) and the mixture is heated at 75° for 2 hour and then allowed to stir overnight at room temperature. The reaction mixture is then diluted with 200 ml. of ice water and extracted with pentane. The pentane extract is washed with water and dried over sodium sulfate. Evaporation of solvent in vacuo and distillation of the residual oil gave 24.3 g. of 1-bromonon-4-en-6-yne (84% yield) b.p. 52°-55° at 0.15 mm.

Aufarbeitung

  1. additionThe reaction mixture is then diluted with 200 ml
  2. extractionof ice water and extracted with pentane
  3. extractionThe pentane extract
  4. washis washed with water
  5. dry with materialdried over sodium sulfate
  6. customEvaporation of solvent
  7. distillationin vacuo and distillation of the residual oil
  8. customgave 24.3 g

Quellen und Nachweise

ORD-Eintrag
ord-bd7a0105a3fb404bb8f712111b3351b1
Quelldatensatz
uspto-grants-1976_05
Patentnummer
US03954818

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