[5-(3-Fluoro-benzyloxy)-pyridin-2-yl]-methanol → 5-(3-Fluoro-benzyloxy)-pyridine-2-carbaldehyde

HRID 433213ノート

反応式

HRID 433213 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][OH:14])=[N:11][CH:12]=1>O=[Mn]=O.C(Cl)(Cl)Cl>[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH:13]=[O:14])=[N:11][CH:12]=1

参加物

4

反応物 1

HCID 11148991[5-(3-Fluoro-benzyloxy)-pyridin-2-yl]-methanol

生成物 1

HCID 111722915-(3-Fluoro-benzyloxy)-pyridine-2-carbaldehyde収率 80%

試薬・触媒・溶媒 2

HCID 14801Manganese dioxide触媒HCID 6212Chloroform溶媒

実験手順

A mixture of [5-(3-fluoro-benzyloxy)-pyridin-2-yl]-methanol (3.8 g, 16.3 mmol), MnO2 (12 g, 138 mmol) and chloroform (50 ml) was heated under reflux for 30 min. The dark solids were then removed by filtration over celite. The filtrate was evaporated and the residue purified by chromatography (SiO2, AcOEt-hexanes 1:1) to afford the title compound (3.0 g, 80%) as a light yellow oil with solidified on standing. MS: m/e=232.2 (M+H+).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 30 min
  3. customThe dark solids were then removed by filtration over celite
  4. customThe filtrate was evaporated
  5. customthe residue purified by chromatography (SiO2, AcOEt-hexanes 1:1)

出典と根拠

ORDレコード
ord-4b2002b963c943b5822fd958ffa05b7e
出典データセット
uspto-grants-2003_12
特許番号
US06667327B2

反応ノート

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