3,5-Dimethylpyridine → 3,5-Dimethyl-1-(13-pyridin-3-yl-tridecyl)-pyridinium bromide

HRID 84343

反応式

HRID 84343 の反応式
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1.[N:21]1[CH:26]=[C:25]([CH3:27])[CH:24]=[C:23]([CH3:28])[CH:22]=1>>[Br-:1].[CH3:28][C:23]1[CH:22]=[N+:21]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)[CH:26]=[C:25]([CH3:27])[CH:24]=1

参加物

3

反応物 2

HCID 115653,5-DimethylpyridineHCID 119534943-(13-Bromo-tridecyl)-pyridine

生成物 1

HCID 247813933,5-Dimethyl-1-(13-pyridin-3-yl-tridecyl)-pyridinium bromide収率 62%

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8c8c44b045474e0b90699f0de86542ef
出典データセット
uspto-grants-2014_09
特許番号
US08846937B2

関連ノート

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