Benzyl Bromide → 2-(Benzyloxy)-6-bromonaphthalene

HRID 1066359

Reaktionsgleichung

Reaktionsgleichung von HRID 1066359
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([OH:12])[CH:6]=[CH:5]2.[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[H-].[Na+].[NH4+].[Cl-]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH:6]=[CH:5]2

Komponenten

6

Edukt 4

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 271446-Bromo-2-naphthalenol

Produkt 1

HCID 6405952-(Benzyloxy)-6-bromonaphthalene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a mixture of 6-bromo-2-naphthol (1.99 g, 8.9 mmol) and benzyl bromide (1.2 ml, 1.1 equiv.) in DMF (18 ml) at 0° C. was added a suspension of NaH 80% in oil (324 mg, 1.2 equiv.) and the mixture was stirred at 0° C. for an hour and at r.t. for another hour. After addition of half saturated NH4Cl, the product was extracted in i-PrOAc, washed with 1N HCl, dried over Na2SO4 and concentrated to yield 2.84 g of an oil.

Aufarbeitung

  1. additionwas added
  2. extractionthe product was extracted in i-PrOAc
  3. washwashed with 1N HCl
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-8440327b7f904063ac5b2fe7745c7f5a
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06242493B1

Verknüpfte Notizen

Wird geladen…