Reacción #2467928

ord-4e6a30a385e247dd834df550aa46151c

Ecuación de reacción

COC(=O)c1ccc(OCCCC(F)(F)F)cc1
methyl 4-(4,4,4-trifluorobutoxy)benzoate
[Na+].[OH-]
sodium hydroxide
COC(=O)c1ccc(OCCCC(F)(F)F)cc1
methyl 4-(4,4,4-trifluorobutoxy)benzoate
[Na+].[OH-]
sodium hydroxide
Cl
hydrochloric acid
O=C(O)c1ccc(OCCCC(F)(F)F)cc1
4-(4,4,4-trifluorobutoxy)benzoic acid
Rendimiento 100.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwere mixed
  2. 2
    Temperaturato perform reflux for about 30 minutes

Procedimiento

First, about 1 mole of methyl 4-hydroxybenzoate and about 1 mole of 4-bromo-1,1,1-trifluorobutane were added to excess acetone which was mixed with potassium carbonate at a temperature of about 40° C. for about 90 minutes to obtain about 1 mole of methyl 4-(4,4,4-trifluorobutoxy)benzoate. About 1 mole of methyl 4-(4,4,4-trifluorobutoxy)benzoate was mixed with about 1 N (normality) of excess sodium hydroxide, and methyl 4-(4,4,4-trifluorobutoxy)benzoate and sodium hydroxide were mixed to perform reflux for about 30 minutes and then neutralized to hydrochloric acid to obtain about 1 mole of 4-(4,4,4-trifluorobutoxy)benzoic acid. About 1 mole of 4-(4,4,4-trifluorobutoxy)benzoic acid was mixed with carbon dichloride and carbonyl diimidazole (CDI). After 4-(4,4,4-trifluorobutoxy)benzoic acid, carbon dichloride, and CDI were reacted at a temperature of about 25° C. for about 2 hours. About 1 mole of 4-hydroxybenzaldehyde was mixed with the above mixture at a temperature of about 25° C. for about 12 hours and, carbon dichloride and water were added to extract about 1 mole of 4-formylphenyl 4-(4,4,4-trifluorobutoxy)benzoate.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08257801B2uspto-grants-2012_09