1,2-Dichloroethane → Methyl 6-methylpyridine-2-carboxylate

HRID 8209

反応式

HRID 8209 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=[O:9])[CH:5]=[CH:4][CH:3]=1.CO.[CH2:13](Cl)CCl>C(Cl)Cl.CN(C)C1C=CN=CC=1>[CH3:13][O:9][C:8]([C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=1)=[O:10]

参加物

6

反応物 3

HCID 111,2-DichloroethaneHCID 887MethanolHCID 702826-Methylpyridine-2-carboxylic acid

生成物 1

HCID 73022Methyl 6-methylpyridine-2-carboxylate

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a suspension of 6-methyl-pyridine-2-carboxylic acid (10 g, 72.9 mmol) in methylene chloride (200 mL) cooled to 0° C. is added methanol (10 mL), 4-dimethylaminopyridine (11.6 g, 94.8 mmol), and EDC (18.2 g, 94.8 mmol). The mixture is stirred at room temperature for 6 h, washed with water and brine, and dried over sodium sulfate. The mixture is filtered and concentrated in vacuo. The residue is chromatographed on SiO2 (50% ethyl acetate/hexanes) to yield the title compound, 9.66 g (92%), as a colorless liquid.

後処理

  1. washwashed with water and brine
  2. dry with materialdried over sodium sulfate
  3. filtrationThe mixture is filtered
  4. concentrationconcentrated in vacuo
  5. customThe residue is chromatographed on SiO2 (50% ethyl acetate/hexanes)

出典と根拠

ORDレコード
ord-6f91fd8aa044449a8fb53ad9db2adc17
出典データセット
uspto-grants-2006_08
特許番号
US07087626B2

関連ノート

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