反应 #806308

反应方程式

2-bromo-1-(4-chloro-phenyl)-3-cyclopentyl-propan-1-one O-methyl-oxime

ammonia

→

2-amino-1-(4-chloro-phenyl)-3-cyclopentyl-propan-1-one O-methyl-oxime

收率 45.0%

溶剂

methanol

反应条件

后处理

1. 1
   其他the stopper was removed
2. 2
   浓缩The reaction mixture was concentrated
3. 3
   其他to remove ammonia and methanol
4. 4
   其他The residue was partitioned between water and diethyl ether
5. 5
   萃取The product was extracted with diethyl ether (2×20 mL)
6. 6
   洗涤The organic layers were washed with brine
7. 7
   干燥dried over anhydrous sodium sulfate
8. 8
   浓缩concentrated in vacuo
9. 9
   其他Purification of the crude residue by flash chromatography (Biotage system, KP-Sil™ 32–63 μm, 60 Å silica gel)
10. 10
    洗涤eluting with 50–100% ethyl acetate+0.1% triethylamine in hexanes

实验过程

The 2-bromo-1-(4-chloro-phenyl)-3-cyclopentyl-propan-1-one O-methyl-oxime (1.16 g, 2.901 mmol) was dissolved in a solution of ammonia in methanol (30 mL, ˜7 N). The reaction flask was sealed with a Teflon stopper, and the reaction mixture was stirred at 55–60° C. for 2 d. It was cooled to 0° C. then the stopper was removed. The reaction mixture was concentrated to remove ammonia and methanol. The residue was partitioned between water and diethyl ether. The product was extracted with diethyl ether (2×20 mL). The organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. Purification of the crude residue by flash chromatography (Biotage system, KP-Sil™ 32–63 μm, 60 Å silica gel) eluting with 50–100% ethyl acetate+0.1% triethylamine in hexanes yielded 2-amino-1-(4-chloro-phenyl)-3-cyclopentyl-propan-1-one O-methyl-oxime (423 mg, 45%) as yellow oil.

来源