Reacción #2045010

ord-85bd14b99fbc404f9f80ebedc96c78c6

Ecuación de reacción

COC(=O)CCCCCOc1ccc(NC(C)=O)cc1
6-(4-Acetylaminophenoxy)hexanoic acid methyl ester
COC(=O)CCCCCOc1ccc(NC(C)=O)cc1
6-(4-Acetylamino-phenoxy)-hexanoic acid methyl ester
Cl
hydrochloric acid
Cl.Nc1ccc(OCCCCCC(=O)O)cc1
20
Rendimiento 55.6%
Cl.Nc1ccc(OCCCCCC(=O)O)cc1
6-(4-Amino-phenoxy)-hexanoic acid Hydrochloride
Rendimiento 55.6%

Condiciones de reacción

Temperatura
10°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas refluxed for 48 hours
  2. 2
    workup.DISTILLATIONExcess concentrated hydrochloric acid was distilled off in vacuum
  3. 3
    Filtraciónfiltered hot
  4. 4
    Filtraciónfiltered
  5. 5
    Otrodried

Procedimiento

A mixture of 6-(4-Acetylaminophenoxy)hexanoic acid methyl ester 19 (290 grams, 1.04 mol) in concentrated hydrochloric acid (7.12 L) was refluxed for 48 hours. Excess concentrated hydrochloric acid was distilled off in vacuum and filtered hot. The mixture was cooled to 10° C., filtered and dried give pure 20 (150 g, 55.6%) as a brown powder. The melting point was found to be 155-160° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08409559B2uspto-grants-2013_04