تفاعل #2446088

معادلة التفاعل

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

methyl iodide

→

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

المذيبات

DCE

ظروف التفاعل

المعالجة

1. 1
   أخرىThe resultant reaction mixture
2. 2
   أخرىThe solvent was evaporated
3. 3
   أخرىthe crude product was purified by column chromatography
4. 4
   أخرىThe product isolated
5. 5
   أخرىwas re-crystallized from methanol/ether
6. 6
   أخرى99.65% (200 nm), RT 3.09 min

الإجراء التجريبي

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.

المصدر