تفاعل #56605

معادلة التفاعل

lithium amide

Methyl 3-(5-phenylsulfonylbenzotriazol-2-yl)-5-tert-butyl-4-hydroxyhydrocinnamate

2,2,6,6-tetramethyl-4-hydroxypiperidine

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orange oil

المردود 103.4%

2,2,6,6-Tetramethylpiperidin-4-yl 3-(5-Phenylsulfonylbenzotriazol-2-yl)-5-tert-butyl-4-hydroxyhydrocinnamate

المردود 103.4%

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe contents are heated
2. 2
   درجة الحرارةto reflux in order
3. 3
   تجفيفto dry the xylenes
4. 4
   workup.ADDITIONis added
5. 5
   درجة الحرارةThe reaction mass is then heated
6. 6
   درجة الحرارةto reflux
7. 7
   غسيلwashed thrice with 100 g of water
8. 8
   أخرىThe xylene is removed by distillation under vacuum

الإجراء التجريبي

Methyl 3-(5-phenylsulfonylbenzotriazol-2-yl)-5-tert-butyl-4-hydroxyhydrocinnamate (10 g, 0.02 mol), xylenes (100 g, 0.93 mol) and 2,2,6,6-tetramethyl-4-hydroxypiperidine (4.0 g, 0.025 mol) are charged to a reactor. The contents are heated to reflux in order to dry the xylenes. The contents are cooled to 50° C. at which time lithium amide (0.4 g, 0.017 mol) is added. The reaction mass is then heated to reflux and held at that temperature for 3.5 hours. The reaction is monitored by thin layer chromatography. The reaction mass is cooled to 50° C. and washed thrice with 100 g of water. The xylene is removed by distillation under vacuum to give 12.8 g of an orange oil which is subjected to silica gel chromatography for purification using ethyl acetate as the eluent. The title compound is obtained in a yield of 9.6 g (77%) as a yellow semi-solid, melting at 85-125° C., whole structure is confirmed by mass spectrometry and 1Hnmr.

المصدر