Potassium Carbonate → Methyl 6-(chloromethyl)pyridine-2-carboxylate

HRID 520477

反応式

HRID 520477 の反応式
O=S(Cl)[Cl:3].O[CH2:6][C:7]1[N:12]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:9][CH:8]=1.C([O-])([O-])=O.[K+].[K+]>ClCCl>[Cl:3][CH2:6][C:7]1[N:12]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 24386Thionyl ChlorideHCID 11513809Methyl 6-(hydroxymethyl)picolinate

生成物 1

HCID 53404482Methyl 6-(chloromethyl)pyridine-2-carboxylate収率 101.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
40 °C

実験手順

SOCl2 (57 g, 0.48 mol) was added to a solution of methyl 6-(hydroxymethyl)picolinate 66 (40.0 g, 0.239 mol) (Chem. Eur. J. 2006, 12, 6393-6402) in dichloromethane (500 mL) at room temperature. The mixture was stirred at 40° C. for 1 h and sat. aq K2CO3 was added to adjust the pH to 9. The mixture was extracted with CH2Cl2 and the combined organics were washed with brine, dried (Na2SO4), and concentrated in vacuo to give 67 (45 g).

後処理

  1. extractionThe mixture was extracted with CH2Cl2
  2. washthe combined organics were washed with brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-3040965c9beb4b7faa1e882259a44048
出典データセット
uspto-grants-2016_05
特許番号
US09326986B2

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