Ammonia → 2-Ethynylnaphthalene

HRID 436676

Reaktionsgleichung

Reaktionsgleichung von HRID 436676
[CH:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1)=[CH2:2].BrBr.N.[NH2-].[Na+]>C(Cl)(Cl)Cl>[C:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1)#[CH:2]

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 132302-VinylnaphthaleneHCID 24408Bromine2×HCID 24533Sodium amide

Produkt 1

HCID 1150172-Ethynylnaphthalene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

To a mixture of 15.5 g. of 2-vinylnaphthalene and 300 ml. of chloroform, a 5 percent bromine in chloroform solution is added at -10° C until the bromine color persists. The mixture is then added to 200 ml. of ammonia containing 15 g. of sodium amide. The mixture is allowed to evaporate, acidified with dilute hydrochloric acid, and the residue is extracted with diethyl ether. The extracts are combined, washed to neutrality with water, dried, and evaporated to yield 2-ethynylnaphthalene.

Aufarbeitung

  1. additionTo a mixture of 15.5 g
  2. additionThe mixture is then added to 200 ml
  3. customto evaporate
  4. extractionthe residue is extracted with diethyl ether
  5. washwashed
  6. customdried
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-468a3d89d2554877aa82ccae515f5a6d
Quelldatensatz
uspto-grants-1977_02
Patentnummer
US04009197

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