Water → 5-(Bromomethyl)benzo[d]oxazole

HRID 1004323Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1004323
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]=[N:7][C:6]=2[CH:10]=1.[Br:11]N1C(=O)CCC1=O.O>C(Cl)(Cl)Cl>[Br:11][CH2:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]=[N:7][C:6]=2[CH:10]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 27249705-Methylbenzoxazole

Produkt 1

HCID 219849815-(Bromomethyl)benzo[d]oxazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A solution of 5-methylbenzoxazole (0.5 g) in chloroform (20 ml) containing N-bromosuccinimide (0.18 g) and azoisobutyronitrile (0.05 g) was refluxed for 2 hours. After allowing to cool to room temperature the reaction mixture was treated with water (30 ml). The organic phase was separated and the aqueous phase extracted with dichloromethane (30 ml). The combined organic phases were washed with brine (30 ml), dried over magnesium sulphate and evaporated. The residue was triturated with pentane giving the title compound (0.36 g) as an off-white solid, m.p. 90-93° C.

Aufarbeitung

  1. temperaturewas refluxed for 2 hours
  2. customThe organic phase was separated
  3. extractionthe aqueous phase extracted with dichloromethane (30 ml)
  4. washThe combined organic phases were washed with brine (30 ml)
  5. dry with materialdried over magnesium sulphate
  6. customevaporated
  7. customThe residue was triturated with pentane giving the title compound (0.36 g) as an off-white solid, m.p. 90-93° C.

Quellen und Nachweise

ORD-Eintrag
ord-42fa2a3da2d14b809218e78819ccab3c
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06048893

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