1,2-Dibromoethane → HCID 22646390, Verbindung

HRID 393519

Reaktionsgleichung

Reaktionsgleichung von HRID 393519
O[C:2]1[C:14]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[NH:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Br:15][CH2:16][CH2:17]Br.[OH-:19].[Na+]>O>[Br:15][CH2:16][CH2:17][O:19][C:3]1[CH:4]=[CH:5][C:6]2[NH:7][C:8]3[C:13]([C:14]=2[CH:2]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3

Komponenten

5

Edukt 3

HCID 78391,2-DibromoethaneHCID 14798Sodium HydroxideHCID 1042514-Hydroxycarbazole

Produkt 1

HCID 22646390HCID 22646390, VerbindungAusbeute 32 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 1.83 g (10 mmol) of 4-hydroxycarbazole (J. Chem. Soc. (1955), 3475-3477; J. Med. Chem. (1964) 7, 158-161), 1.08 ml (12,5 mmol) of 1,2-dibromoethane and 2.6 ml (10.5 mmol) of a 4 M aqueous solution of NaOH in 2 ml of water is heated under reflux for 5 hours. After the temperature returns to 20° C., the product is extracted using 2 times 30 ml of CH2Cl2. The organic solutions collected are then successively washed with 20 ml of water and 20 ml of salt water. After drying over MgSO4, filtration and concentration under vacuum, the residue is purified on a silica column (eluent: heptane/AcOEt: 80/20). A beige powder is obtained with a yield of 32%. Melting point: 135-136° C.

Aufarbeitung

  1. temperatureis heated
  2. temperatureunder reflux for 5 hours
  3. extractionAfter the temperature returns to 20° C., the product is extracted
  4. customThe organic solutions collected
  5. washare then successively washed with 20 ml of water and 20 ml of salt water
  6. dry with materialAfter drying over MgSO4, filtration and concentration under vacuum
  7. customthe residue is purified on a silica column (eluent: heptane/AcOEt: 80/20)
  8. customA beige powder is obtained with a yield of 32%

Quellen und Nachweise

ORD-Eintrag
ord-311e2387966e4a3692f8657e546c1282
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06809090B2

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