تفاعل #63533

معادلة التفاعل

4-methylcyclohexylamine

4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyric acid

pyridine

methyl bromoformate

→

N-(4-methylcyclohexyl)-4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyramide

المردود 45.0%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىat 5°-15° C.
2. 2
   درجة الحرارةcooling
3. 3
   workup.STIRRINGthe mixture is further stirred for 3 hours
4. 4
   أخرىAfter the reaction
5. 5
   workup.DISTILLATIONthe solvent is distilled off under reduced pressure
6. 6
   workup.DISSOLUTIONthe residue is dissolved in chloroform
7. 7
   غسيلThe chloroform layer is washed with dilute aqueous sodium hydroxide solution, diluted hydrochloric acid and water in order
8. 8
   تجفيفdried over sodium sulfate
9. 9
   ترشيحInorganic materials are filtered off
10. 10
    تركيزthe mother liquor is concentrated
11. 11
    غسيلThe resulting residue is subjected to column chromatography (Wakogel C-200, eluting solvent, benzene:chloroform=4:1, V/V)

الإجراء التجريبي

To tetrahydrofuran (50 ml) are added 4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyric acid (45 mmole) and pyridine (50 mmole), and thereto is added dropwide with stirring methyl bromoformate (50 mmole) with keeping the inner temperature at 5°-15° C. by ice-cooling, and thereafter, the mixture is stirred at room temperature for one hour. To the mixture is added 4-methylcyclohexylamine (55 mmole), and the mixture is further stirred for 3 hours. After the reaction, the solvent is distilled off under reduced pressure, and the residue is dissolved in chloroform. The chloroform layer is washed with dilute aqueous sodium hydroxide solution, diluted hydrochloric acid and water in order, and dried over sodium sulfate. Inorganic materials are filtered off and the mother liquor is concentrated. The resulting residue is subjected to column chromatography (Wakogel C-200, eluting solvent, benzene:chloroform=4:1, V/V) to isolate N-(4-methylcyclohexyl)-4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyramide (yield: 45%).

المصدر