Reaktion #943989

ord-2be790c6a8a041b4bc60d9a2b9a17b3d

Reaktionsgleichung

O
water
COc1cc2c(cc1O)C(=O)CCC2
7-hydroxy-6-methoxy-1-tetralone
BrCc1ccccc1
benzyl bromide
O=C([O-])[O-].[K+].[K+]
K2CO3
COc1cc2c(cc1OCc1ccccc1)C(=O)CCC2
product
Ausbeute 62.8%
COc1cc2c(cc1OCc1ccccc1)C(=O)CCC2
7-Benzyloxy-6-methoxy-3,4-dihydro-2H-naphthalen-1-one
Ausbeute 62.8%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Temperaturto reflux overnight
  3. 3
    SonstigeThe reaction
  4. 4
    Temperaturas cooled
  5. 5
    Extraktionextracted with EtOAc
  6. 6
    TrocknenThe EtOAc was dried over Na2SO4
  7. 7
    Sonstigeevaporated
  8. 8
    Sonstigeto give 7 g of crude product
  9. 9
    SonstigeCrystallization with Et2O

Vorschrift

A mixture of 4.5 g (0.0233 mole) of 7-hydroxy-6-methoxy-1-tetralone, 5.4 g (0.032 mole) of benzyl bromide and 10 g (0.072 mole) of K2CO3 in 150 ml of acetone was heated to reflux overnight. The reaction as cooled, poured into water and extracted with EtOAc. The EtOAc was dried over Na2SO4 and evaporated to give 7 g of crude product. Crystallization with Et2O gave 4.13 g of product as a white solid, mp 110-111° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE039419E1uspto-grants-2006_12