反応 #347368

反応方程式

3-{N-[β-(3,4-diacetoxyphenyl)ethyl]}carbamoylpyridine

compound 8c

3-{N-[β-(3,4-Dipivalyloxyphenyl)ethyl]}carbamoylpyridine

methyl iodide

→

1-Methyl-3-{N-[β-(3,4-diacetoxyphenyl)ethyl]}carbamoylpyridinium iodide

溶媒

methanol

反応条件

後処理

1. 1
   温度the mixture was refluxed overnight
2. 2
   その他The acetone solution was then decanted from the insoluble oily residue
3. 3
   workup.ADDITIONEther was added to the acetone solution
4. 4
   その他the solid which separated
5. 5
   その他was crystallized from acetone/ether
6. 6
   その他Yield

実験手順

To a solution of 1.71 g (5 mmol) of 3-{N-[β-(3,4-diacetoxyphenyl)ethyl]}carbamoylpyridine (prepared like compound 8c), 1.41 g (10 mmol) of methyl iodide were added and the mixture was refluxed overnight under stirring. The acetone solution was then decanted from the insoluble oily residue. Ether was added to the acetone solution and the solid which separated was crystallized from acetone/ether. Yield, 1.9 g (78%) of yellow crystalline needles, m.p. 171°-173° C. U.V. (methanol) 215, 265 nm; NMR (D2O) δ 8.86-7.63 (ms, 4H, C5H4N+), 6.66 (bs, 3H, C6H3), 4.4 (s, 3H, --N+ --CH3), 3.50 (t, 2H, --N--CH2), 3.03 (t, 2H, CH2), 2.21 (bs, 6H, 2 COCH3). Anal. Calcd for C19H21IN2O5 : C, 47.12; H, 4.37; N, 5.78. Found: C, 47.23; H, 4.38; N, 5.78.

出典