(6-Bromo-5-methoxypyridin-2-yl)methanol → 6-Bromo-5-methoxypicolinaldehyde

HRID 922374

反応式

HRID 922374 の反応式
[Br:1][C:2]1[N:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][C:3]=1[O:10][CH3:11]>ClCCl.O=[Mn]=O>[Br:1][C:2]1[N:7]=[C:6]([CH:8]=[O:9])[CH:5]=[CH:4][C:3]=1[O:10][CH3:11]

参加物

4

反応物 1

HCID 16044667(6-Bromo-5-methoxypyridin-2-yl)methanol

生成物 1

HCID 222683396-Bromo-5-methoxypicolinaldehyde収率 63%

試薬・触媒・溶媒 2

HCID 14801Manganese dioxide触媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of (6-bromo-5-methoxypyridin-2-yl)methanol (2.30 g, 10 mmol) in dichloromethane (50 mL) was added MnO2 (8.0 g) at rt. The reaction mixture was stirred at rt for 24 h. After that time the reaction was cooled to rt, filtered to remove solids and concentrated under reduced pressure to give 6-bromo-5-methoxypicolinaldehyde (1.35 g, 63%) as an off-white solid: 1H NMR (400 MHz, CDCl3): δ 9.94 (s, 1H), 7.96 (d, J=8.4 Hz, 1H), 7.27 (d, J=8.0 Hz, 1H), 4.03 (s, 3H).

後処理

  1. temperatureAfter that time the reaction was cooled to rt
  2. filtrationfiltered
  3. customto remove solids
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-a1ca2495e75946f0876c0ed96644e55b
出典データセット
uspto-grants-2016_03
特許番号
US09278940B2

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