Реакция #816391

Уравнение реакции

trans-4-(aminomethyl)cyclohexanecarboxylic acid

benzyl chloroformate

→

23

Выход 96.1%

4-{[(phenylmethoxy)carbonylamino]methyl}cyclohexanecarboxylic acid

Выход 96.1%

Растворители

H2O

NaOH

Условия реакции

Обработка

1. 1
   Температураthe reaction temperature was maintained below 10° C
2. 2
   ПромывкаThe clear solution was washed with ether (3×80 ml)
3. 3
   workup.ADDITIONby adding 6N HCl
4. 4
   ФильтрацияThe precipitates were filtered
5. 5
   Другоеdried in vacuo

Методика

To a solution of trans-4-(aminomethyl)cyclohexanecarboxylic acid (10 g, 63.6 mmol, Aldrich) in 2N aqueous NaOH (65 ml) at 0° C. was added benzyl chloroformate (11.9 g, 70 mmol, Aldrich) and the reaction temperature was maintained below 10° C. The cloudy mixture was stirred at RT for 0.5 h. It was then diluted with H2O (100 ml). The clear solution was washed with ether (3×80 ml). The pH of the aqueous layer was adjusted to 2 by adding 6N HCl. The precipitates were filtered and dried in vacuo. 17.8 g of 23 was obtained as a white solid.

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