HCID 67336197、化合物 → 1-(6-Methoxy-4-methylpyridin-3-yl)propan-1-one

HRID 1671321ノート

反応式

HRID 1671321 の反応式
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH:9]([OH:12])[CH2:10][CH3:11])=[C:5]([CH3:13])[CH:4]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9](=[O:12])[CH2:10][CH3:11])=[C:5]([CH3:13])[CH:4]=1

参加物

4

反応物 1

HCID 67336197HCID 67336197、化合物

生成物 1

HCID 673357591-(6-Methoxy-4-methylpyridin-3-yl)propan-1-one

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 6212Chloroform溶媒

実験手順

To a stirred solution of 1-(6-methoxy-4-methyl-pyridin-3-yl)-propan-1-ol (445 mg, 2.45 mmol, 1 eq.) in CHCl3 (10 ml) is added activated manganese dioxide (4.3 g, 49 mmol, 20 eq.) in one portion at RT. The reaction mixture is heated at reflux for 48 h. After cooling to RT, the mixture is filtered through Celite® (filter material) and concentrated under reduced pressure. The resulting crude residue is purified by column chromatography on silica gel eluting with 10% EtOAc/iso-hexane to yield 1-(6-methoxy-4-methyl-pyridin-3-yl)-propan-1-one as a white solid. MS: m/z 180.1 [M+H]+; 1H NMR (400 MHz, CDCl3) δ 1.2 (t, 3H), 2.55 (s, 3H), 2.95 (q, 2H), 4.00 (s, 3H), 6.60 (s, 1H), 8.65 (s, 1H).

後処理

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 48 h
  3. filtrationthe mixture is filtered through Celite® (filter material)
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting crude residue is purified by column chromatography on silica gel eluting with 10% EtOAc/iso-hexane

出典と根拠

ORDレコード
ord-2f14d0411c8e4348b7f1aa3853490e95
出典データセット
uspto-grants-2011_08
特許番号
US07994203B2

反応ノート

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