Реакция #2045010

ord-85bd14b99fbc404f9f80ebedc96c78c6

Уравнение реакции

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
Выход 55.6%
Cl.Nc1ccc(OCCCCCC(=O)O)cc1
6-(4-Amino-phenoxy)-hexanoic acid Hydrochloride
Выход 55.6%

Условия реакции

Температура
10°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураwas refluxed for 48 hours
  2. 2
    workup.DISTILLATIONExcess concentrated hydrochloric acid was distilled off in vacuum
  3. 3
    Фильтрацияfiltered hot
  4. 4
    Фильтрацияfiltered
  5. 5
    Другоеdried

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08409559B2uspto-grants-2013_04