HCID 67336197, 화합물 → 1-(6-Methoxy-4-methylpyridin-3-yl)propan-1-one

HRID 1671321노트

반응식

HRID 1671321 반응식
[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

참가 물질

4

반응물 1

HCID 67336197HCID 67336197, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 6212Chloroform용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2f14d0411c8e4348b7f1aa3853490e95
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07994203B2

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