反应详情

3-(13-Bromo-tridecyl)-pyridine (1 mmol) was added to 3,5-lutidine (5 ml), and the mixture was heated at 50 C overnight. The excess picoline was removed in a vacuum, and the resulting residue was partitioned between water and ether. The aqueous layer was washed extensively with ether until no 3,5-lutidine was left in the aqueous layer, and then the aqueous layer was extracted with chloroform. The chloroform was removed to afford the product (62%). 1HNMR (300 MHz, CDCl3, ppm), 9.10 (s, 2H), 8.45 (br, 2H), 7.96 (s, 1H), 7.57 (d, J=7.5, 1H), 7.24-7.27 (m, 1H), 4.89 (t, J=7.5, 2H), 2.59-2.54 (m, 8H), 1.99-2.04 (m, 2H), 1.57-1.62 (m, 2H), 1.21-1.38 (m, 18H), 13CNMR, 148.07, 146.11, 145.45, 141.94, 139.01, 137.96, 124.16, 62.13, 58.74, 33.29, 32.34, 31.26, 29.76, 29.73, 29.62, 29.39, 29.30, 26.49, 18.98, 18.82.

1. temperaturethe mixture was heated at 50 C overnight
2. customThe excess picoline was removed in a vacuum
3. customthe resulting residue was partitioned between water and ether
4. washThe aqueous layer was washed extensively with ether until no 3,5-lutidine
5. waitwas left in the aqueous layer
6. extractionthe aqueous layer was extracted with chloroform
7. customThe chloroform was removed