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Acetic Acid → Nicotinic Acid

HRID 1940888
ノート
印刷プレビュー

反応式

HRID 1940888 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 3

HCID 176Acetic AcidHCID 977OxygenHCID 79703-Methylpyridine

生成物 1

HCID 938Nicotinic Acid

試薬・触媒・溶媒 4

HCID 6277Cobalt diacetate触媒HCID 12525Manganous Acetate触媒HCID 74745
Tetrapropylammonium bromide
触媒
HCID 962Water溶媒

反応条件

温度
210 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bffd4b5e98ab4a17ae470f689cfa4c3d
出典データセット
uspto-grants-1997_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05700944

反応ノート

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