تفاعل #1710

معادلة التفاعل

tetrahydrofuran

methoxyacetyl chloride

tetrahydrofuran

(R)-1-phenylmethyl-3-aminopiperidine

tetrahydrofuran

triethylamine

→

title compound

المردود 97.0%

(R)-3-(methoxyacetylamino)-1-phenylmethylpiperidine

المردود 97.0%

المذيبات

water

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling with ice
2. 2
   أخرىAfter reacted for 5 hours at room temperature
3. 3
   استخلاصto extract (20 ml×6)
4. 4
   تجفيفdried over anhydrous sodium sulfate
5. 5
   workup.DISTILLATIONThen, solvent was distilled off under reduced pressure
6. 6
   أخرىthe residue thus obtained
7. 7
   أخرىwas purified by column chromatography (alumina, ethyl acetate:n-hexane=1:1)

الإجراء التجريبي

To a 50 ml anhydrous tetrahydrofuran solution of 5.00 g (26.3 mmol) of (R)-1-phenylmethyl-3-aminopiperidine (Referential example 7) in a 300 ml three-necked flask was added a 50 ml anhydrous tetrahydrofuran solution of 3.20 g (1.2 eg.) of triethylamine, and, to this reaction mixture was added dropwise a 50 ml anhydrous tetrahydrofuran solution of 2.85 g (1.0 eg.) of methoxyacetyl chloride under stirring and cooling with ice. After reacted for 5 hours at room temperature, methylene chloride and small amount of water were added to extract (20 ml×6). The organic layers were combined and dried over anhydrous sodium sulfate. Then, solvent was distilled off under reduced pressure and the residue thus obtained was purified by column chromatography (alumina, ethyl acetate:n-hexane=1:1) to obtain 6.67 g (yield 97 %) of title compound as a pale yellow oil.

المصدر