Selenium Dioxide → 3-Hydroxy-6-methylpyridine-2-carbaldehyde

HRID 486332

反応式

HRID 486332 の反応式
[OH:1][C:2]1[C:3]([CH2:9][OH:10])=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=1.[Se](=O)=O>O1CCOCC1.C(O)C>[OH:1][C:2]1[C:3]([CH:9]=[O:10])=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 24007Selenium DioxideHCID 1351283-Hydroxy-2-hydroxymethyl-6-methylpyridine

生成物 1

HCID 124219863-Hydroxy-6-methylpyridine-2-carbaldehyde収率 57.3%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 312751,4-Dioxane溶媒

実験手順

3-Hydroxy-6-methyl-2-pyridine methanol (20.0 g, 0.14 mol) and selenium dioxide(8.0 g, 72 mmol) were dissolved in 140 mL of 1,4-dioxane and 280 mL of absolute ethanol. The resulting mixture was heated at 80°-85° C. for 12 h. The selenium precipitate was removed by filtration and the filtrate was concentrated to dryness in vacuo. The dark red residue was sublimed at 90° C. and 14 mmHg for 6 h to obtain 11.0 g (56%) of pure product, m.p. 101°-102° C.; 1H NMR (CDCl3) δ: 10.50 (br s, 1H), 10.03 (s, 1H), 7.27 (s, 2H); 2.53 (s, 3H).

後処理

  1. temperatureThe resulting mixture was heated at 80°-85° C. for 12 h
  2. customThe selenium precipitate was removed by filtration
  3. concentrationthe filtrate was concentrated to dryness in vacuo
  4. customwas sublimed at 90° C.

出典と根拠

ORDレコード
ord-78476dc1c0804450a72973a1fefc0b35
出典データセット
uspto-grants-1994_03
特許番号
US05290942

関連ノート

読み込み中…