Réaction #545889

ord-bf700fa8467b4f2db8c01f42f8556cfc

Équation de réaction

[K+].[OH-]
potassium hydroxide
CC1(C)CCC(C)(C)c2cc(O)ccc21
5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthol
CCO
ethanol
→
CC1(C)CCC(C)(C)c2cc(OCCOc3ccc(C=O)cc3)ccc21
title product
Rendement 46.4%
CC1(C)CCC(C)(C)c2cc(OCCOc3ccc(C=O)cc3)ccc21
4-[2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthoxy)ethoxy]benzaldehyde
Rendement 46.4%

Réactifs

[K+].[OH-]
potassium hydroxide
CC1(C)CCC(C)(C)c2cc(O)ccc21
5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthol
CCO
ethanol

Réactifs

Aucun

Conditions de réaction

Température
-5°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThen the mixture is heated
  2. 2
    Températureto reflux for 8 hours
  3. 3
    Filtrationthe precipitate is collected by filtration
  4. 4
    Lavagewashed with water
  5. 5
    Autredried under vacuum

Mode opératoire

To a solution of potassium hydroxide (0.67 g, 9.80 mmol) in ethanol (30 ml) is added 5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthol (2.00 g, 9.80 mmol) and 4-(2-bromoethoxy)benzaldehy (2.25 g, 9.80 mmol). Then the mixture is heated to reflux for 8 hours. After cooled to −5° C., the precipitate is collected by filtration, washed with water, and dried under vacuum to give the title product (1.60 g, 46.4%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07192970B2uspto-grants-2007_03