Benzyl Bromide → 6-Benzyloxy-2,2-dimethylchroman-4-one

HRID 618816

Reaktionsgleichung

Reaktionsgleichung von HRID 618816
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][C:7]([CH3:13])([CH3:12])[CH2:6][C:5]2=[O:14].C(=O)([O-])[O-].[K+].[K+].[CH2:21](Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(C(CC)=O)C>[CH2:21]([O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][C:7]([CH3:12])([CH3:13])[CH2:6][C:5]2=[O:14])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 35198596-Hydroxy-2,2-dimethylchroman-4-one

Produkt 1

HCID 117809926-Benzyloxy-2,2-dimethylchroman-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7288Ethyl ketoneLösungsmittel

Versuchsvorschrift

25.2 g (131.2 mmol) of 6-hydroxy-2,2-dimethylchroman-4-one were introduced into 350 ml of diethyl ketone with stirring at RT and, after addition of 18.0 g (131 mmol) of powdered potassium carbonate, the mixture was stirred at 75° C. for 30 min. After cooling to 60° C., 15.7 ml (131 mmol) of benzyl bromide were added dropwise, and after 2 h the mixture was concentrated in vacuo, the residue was treated with water and the solid was filtered off with suction, 37 g, m.p. 105-107° C.

Aufarbeitung

  1. stirringthe mixture was stirred at 75° C. for 30 min
  2. temperatureAfter cooling to 60° C.
  3. concentrationafter 2 h the mixture was concentrated in vacuo
  4. additionthe residue was treated with water
  5. filtrationthe solid was filtered off with suction, 37 g, m.p. 105-107° C.

Quellen und Nachweise

ORD-Eintrag
ord-462ef5dfff7b4d34882668232220b03d
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05955607

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