تفاعل #75617

معادلة التفاعل

diethyl ether

trichloroacetyl chloride

sodium bicarbonate

tert-butyl 4-methylene-1-piperidine carboxylate

→

tert-butyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

المردود 81.1%

المذيبات

dimethoxyethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction solution was cooled
2. 2
   أخرىat 0° C. or less
3. 3
   ترشيحThe mixture was filtered through Celite
4. 4
   أخرىevaporated
5. 5
   استخلاصThe resulting residue was extracted with ethyl acetate
6. 6
   غسيلThe extract was washed with brine
7. 7
   تجفيفdried over anhydrous magnesium sulfate
8. 8
   ترشيحfiltered
9. 9
   أخرىThe filtrate was evaporated

الإجراء التجريبي

49.3 g of tert-butyl 4-methylene-1-piperidine carboxylate was added to a mixture of 157.2 g zinc-copper alloy and 500 ml diethyl ether, and 900 ml solution of 181.8 g trichloroacetyl chloride in dimethoxyethane was added dropwise thereinto over 5.5 hours. After stirred for 30 min, the reaction solution was cooled and saturated aqueous sodium bicarbonate was added thereto at 0° C. or less. The mixture was filtered through Celite and evaporated. The resulting residue was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was evaporated, and the resulting residue was subjected to silica gel column chromatography to give 62.5 g of tert-butyl 1,1-dichloro-2-oxo-7-azaspiro[3.5]nonane-7-carboxylate.

المصدر