反応 #806272

反応方程式

ammonia

1-[bis(4-chlorophenyl)-methyl]azetidin-3-yl methylsulfonate

→

1-[bis(4-chlorophenyl)methyl]azetidin-3-ylamine

溶媒

methanol

反応条件

後処理

1. 1
   その他the evaporation of the ammonia
2. 2
   濃縮finally concentrated under reduced pressure (2.7 kPa)
3. 3
   抽出extracted with four times 500 cm3 of ethyl ether
4. 4
   洗浄The combined organic phases are washed successively with twice 100 cm3 of distilled water and 100 cm3 of a saturated sodium chloride solution
5. 5
   乾燥dried over magnesium sulfate
6. 6
   ろ過filtered
7. 7
   濃縮concentrated under reduced pressure (2.7 kPa)
8. 8
   その他The residue obtained
9. 9
   その他is purified by flash chromatography on silica gel [eluant: dichloromethane/methanol (95/5 by volume)]

実験手順

1-[Bis(4-chlorophenyl)methyl]azetidin-3-yl-amine may be obtained in the following manner: 400 cm3 of a mixture of methanol and liquid ammonia (50/50 by volume) are added to 27 g of 1-[bis(4-chlorophenyl)-methyl]azetidin-3-yl methylsulfonate contained in an autoclave previously cooled to around −60° C. The reaction medium is then stirred at 60° C. for 24 hours and then abandoned in the open air to allow the evaporation of the ammonia and finally concentrated under reduced pressure (2.7 kPa). The residue is taken up in 500 cm3 of a 0.37 N aqueous sodium hydroxide solution and extracted with four times 500 cm3 of ethyl ether. The combined organic phases are washed successively with twice 100 cm3 of distilled water and 100 cm3 of a saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated under reduced pressure (2.7 kPa). The residue obtained is purified by flash chromatography on silica gel [eluant: dichloromethane/methanol (95/5 by volume)]. 14.2 g of 1-[bis(4-chlorophenyl)methyl]azetidin-3-ylamine are obtained in the form of an oil which solidifies into a cream-colored solid.

出典