Acetic Acid → Nicotinic Acid

HRID 1940888

반응식

HRID 1940888 반응식
[CH3:1][C:2]1[CH:3]=[N:4][CH:5]=CC=1.[C:8]([OH:11])(=[O:10])[CH3:9].O=O>[Br-].C([N+](CCC)(CCC)CCC)CC.O.C([O-])(=O)C.[Co+2].C([O-])(=O)C.C([O-])(=O)C.[Mn+2].C([O-])(=O)C>[C:8]([OH:11])(=[O:10])[C:9]1[CH:1]=[CH:2][CH:3]=[N:4][CH:5]=1

참가 물질

8

반응물 3

HCID 176Acetic AcidHCID 977OxygenHCID 79703-Methylpyridine

생성물 1

HCID 938Nicotinic Acid

시약·촉매·용매 4

HCID 6277Cobalt diacetate촉매HCID 12525Manganous Acetate촉매HCID 74745Tetrapropylammonium bromide촉매HCID 962Water용매

반응 조건

온도
210 °C

실험 절차

An autoclave having a stirrer, a gas introducing tube and a refluxer for generated steam was charged with 50 parts by weight of 3-methylpyridine, 0.76 part by weight of cobalt acetate, 0.54 part by weight of manganese acetate, 2 parts by weight of tetrapropylammonium bromide and 150 parts by weight of acetic acid having a 5 wt % water content as a solvent, and the mixture was continuously stirred at a temperature of 210° C. under a pressure of 25 kg/cm2G with feeding air at a rate of 60Nl (normal liter)/hour. The mixture was allowed to react for about 3 hours until no oxygen absorption was found, and then the reaction mixture was cooled to 0° C. A precipitated nicotinic acid crystal was recovered by filtration, washed with acetic acid and dried to give 43.4 parts by weight of crude nicotinic acid. The mother liquor was analyzed by gas chromatography to show that it contained 6.5 parts by weight of raw material 3-methylpyridine and 9.5 parts by weight of nicotinic acid. The conversion of the 3-methylpyridine was 87.0 mol %, the selectivity to the nicotinic acid was 92.1 mol %, and the yield of the nicotinic acid 80.1 mol %. The crude nicotinic acid had a bromine concentration of 470 ppm and showed a dissolved b value of 5.10.

후처리

  1. additiona gas introducing tube
  2. temperaturethe reaction mixture was cooled to 0° C
  3. filtrationA precipitated nicotinic acid crystal was recovered by filtration
  4. washwashed with acetic acid
  5. customdried

출처 및 근거

ORD 기록
ord-bffd4b5e98ab4a17ae470f689cfa4c3d
출처 데이터셋
uspto-grants-1997_12
특허 번호
US05700944

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