تفاعل #4832

معادلة التفاعل

(+)-α-Chloro-2-aminobenzenepropanoic acid 2,6-dimethylpiperidine salt

sodium hydroxide

hydrochloric acid

→

title compound

المردود 74.0%

(S)-(+)-2,3-Dihydro-1H-Indole-2-Carboxylic Acid

المردود 74.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwhile cooling in ice
2. 2
   أخرىThe crystalline precipitate was collected
3. 3
   غسيلwashed with several aliquots of ice cold water
4. 4
   تجفيفThe product was dried briefly under vacuum over phosphorus pentoxide
5. 5
   workup.STIRRINGstirred with ether
6. 6
   تجفيفThe product was dried over phosphorus pentoxide at 56° C. for several hours under oil pump vacuum
7. 7
   أخرىto give 0.48 g

الإجراء التجريبي

(+)-α-Chloro-2-aminobenzenepropanoic acid 2,6-dimethylpiperidine salt (1.25 g., 4.00 mmol) was added to magnetically stirred N sodium hydroxide (4 ml.) under nitrogen. The solution was stirred under nitrogen overnight at room temperature. The pH was adjusted to a value between 2 and 3 (pH paper) with conc. hydrochloric acid while cooling in ice. The crystalline precipitate was collected and washed with several aliquots of ice cold water. The product was dried briefly under vacuum over phosphorus pentoxide and then stirred with ether. The product was dried over phosphorus pentoxide at 56° C. for several hours under oil pump vacuum to give 0.48 g. (74%) of the title compound, m.p. 155°-157° C., [α]D25 +36.09° (c 0.87, DMF).

المصدر