تفاعل #508136

معادلة التفاعل

HCl

5-(3-chlorophenoxy)-1-(4-diethylaminophenyl)-2-ethoxycarbonylmethyl-indole-3-carboxylic acid ethyl ester

5-(3-Chlorophenoxy)-1-(4-diethylaminophenyl)-2-ethoxycarbonylmethyl-indole-3-carboxylic acid ethyl ester

NaOH

NaOH

→

2-Carboxymethyl-5-(3-chlorophenoxy)-1-(4-diethylaminophenyl)indole-3-carboxylic acid

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux for 4 h
2. 2
   درجة الحرارةcooled
3. 3
   استخلاصextracted with EtOAc
4. 4
   غسيلThe combined extracts were washed with H2O and brine
5. 5
   تجفيفdried (Na2SO4)
6. 6
   تركيزconcentrated
7. 7
   أخرىpurified by chromatography

الإجراء التجريبي

A mixture of 5-(3-chlorophenoxy)-1-(4-diethylaminophenyl)-2-ethoxycarbonylmethyl-indole-3-carboxylic acid ethyl ester (100 mg, 0.18 mmol, see step (a) above), NaOH (1 M in methanol, 2 mL, 2.0 mmol), NaOH (aq, 1 M, 2 mL, 2.0 mmol) and dioxane (2 mL) was stirred at reflux for 4 h, cooled, acidified to pH 4 with HCl (aq, 1 M) and extracted with EtOAc. The combined extracts were washed with H2O and brine, dried (Na2SO4), concentrated and purified by chromatography. Yield 50 mg (56%), mp 186-191° C.

المصدر