Реакция #73482

Уравнение реакции

Trifluoroacetic acid

[1-(4-hydroxy-cyclohexyl)-1-phenyl-ethyl]-carbamic acid tert-butyl ester

[1-(4-Hydroxy-cyclohexyl)-1-phenyl-ethyl]carbamic acid tert-butyl ester

water

hydrochloric acid

→

4-(1-Amino-1-phenyl-ethyl)-cyclohexanol

Растворители

dichloromethane

acetonitrile

Условия реакции

Обработка

1. 1
   Другоеfollowed by evaporation
2. 2
   ДругоеFreeze drying overnight
3. 3
   Другоеgave a pale brown semi-solid residue
4. 4
   СушкаAfter freeze drying again 1.24 g of crude product as the hydrochloride
5. 5
   Другоеwas obtained which
6. 6
   Другоеwas used in the next stage without further purification

Методика

Trifluoroacetic acid (8 mL) was added to a solution of [1-(4-hydroxy-cyclohexyl)-1-phenyl-ethyl]-carbamic acid tert-butyl ester (29) in dichloromethane (75 mL) from the previous stage. After stirring for 4 hours the reaction mixture was worked up by adding 2M aqueous hydrochloric acid (39 mL), followed by evaporation. Freeze drying overnight gave a pale brown semi-solid residue. This was treated with a mixture of water and acetonitrile. After freeze drying again 1.24 g of crude product as the hydrochloride was obtained which was used in the next stage without further purification. Rt=0.58 min (Method 5). Detected mass: 185.15 (M—NH3—H2O+H+).

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