反应 #2446088

反应方程式

1-(cyclohexyl(methyl)amino)propan-2-yl 4-isopropylbenzoate

methyl iodide

→

N-[2-((4-Isopropylbenzoyl)oxy)propyl]-N,N-dimethylcyclohexanaminium iodide

溶剂

DCE

反应条件

后处理

1. 1
   其他The resultant reaction mixture
2. 2
   其他The solvent was evaporated
3. 3
   其他the crude product was purified by column chromatography
4. 4
   其他The product isolated
5. 5
   其他was re-crystallized from methanol/ether
6. 6
   其他99.65% (200 nm), RT 3.09 min

实验过程

To a solution of 1-(cyclohexyl(methyl)amino)propan-2-yl 4-isopropylbenzoate (0.5 g, 1.57 mmol) in DCE (5 mL, methyl iodide (0.2 mL, 3.15 mmol) was added. The resultant reaction mixture was stirred at rt for 16 hours. The solvent was evaporated, and the crude product was purified by column chromatography. The product isolated was re-crystallized from methanol/ether. Yield: 134.9 mg (18.65%). 1H NMR (400 MHz, DMSO-d6) δ 7.94-7.92 (d, J=8 Hz, 2 H), 7.43-7.41 (d, J=8 Hz, 2 H), 5.54-5.50 (m, 1 H), 3.95-3.89 (m, 1 H), 3.61-3.58 (d, J=14 Hz, 1 H), 3.40-3.34 (m, 1 H), 3.03-2.95 (m, 7 H), 2.22-2.20 (d, J=11 Hz, 1 H), 2.10-2.07 (d, J=11 Hz, 1 H), 1.86-1.83 (m, 2 H), 1.57-1.43 (m, 3 H), 1.36-1.35 (d, J=6 Hz, 3 H), 1.16-1.11 (m, 9 H). LCMS: m/z=331.8 [M+], RT=3.08 min (Column: Y, Program: P1). UPLC: 99.65% (200 nm), RT 3.09 min (Mobile phase: A. ACN, B. 0.05% HCOOH in water, Column: Gemini® NX C18 (50*4.6 mm) 3μ.

来源