Reaction #170969

Reaction equation

6-(4-acetylaminophenoxy)-hexanoic acid methyl ester

6-(4-Acetylaminophenoxy)-hexanoic acid methyl ester

HCl

→

16

Yield 55.6%

6-(4-Amino-phenoxy)hexanoic acid hydrochloride

Yield 55.6%

Conditions

Workup

1. 1
   workup.DISTILLATIONExcess conc. HCl was distilled off in vacuum
2. 2
   Filtrationfiltered hot
3. 3
   Filtrationfiltered
4. 4
   Otherdried

Procedure

6-(4-acetylaminophenoxy)-hexanoic acid methyl ester 15 (290 g, 1.04 mol), in conc. HCl (7.12 L) was refluxed for 48 hours. Excess conc. HCl was distilled off in vacuum and filtered hot. The mixture was cooled to 10° C., filtered and dried to give pure 16 (150 g, 55.6%) as a brown powder with an m.p between 155-160° C.

Source