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

HRID 8209

반응식

HRID 8209 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 73022Methyl 6-methylpyridine-2-carboxylate

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-6f91fd8aa044449a8fb53ad9db2adc17
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087626B2

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