p-Toluenesulfonic acid → N-(2-Heptyl)aniline

HRID 361267

反応式

HRID 361267 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:8][C:9](=O)[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C1(C)C=CC(S(O)(=O)=O)=CC=1.[H][H]>[Pd].C(OCC)(=O)C>[CH3:8][CH:9]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

参加物

7

反応物 4

HCID 6101p-Toluenesulfonic acidHCID 6115AnilineHCID 80512-HeptanoneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 11344519N-(2-Heptyl)aniline収率 37%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
150 °C

実験手順

A mixture of aniline (100 parts), 2-heptanone (220 parts), 4-toluene sulphonic acid (6 parts) and 3% palladium on carbon (5 parts) in a 1 litre autoclave was charged with hydrogen to a pressure of 80 atmospheres and heated at 150° C. for 40 hours. The cooled reaction mixture was diluted with ethyl acetate, filtered, washed with 1N-hydrochloric acid (6×200 parts) and water (2×200 parts), the ethyl acetate was separated and dried (MgSO4) before evaporating to leave N-(1-methylhexyl)aniline (76 parts, 37%).

後処理

  1. customThe cooled reaction mixture
  2. filtrationfiltered
  3. washwashed with 1N-hydrochloric acid (6×200 parts) and water (2×200 parts)
  4. customthe ethyl acetate was separated
  5. dry with materialdried (MgSO4)
  6. custombefore evaporating

出典と根拠

ORDレコード
ord-d5b945f5d57b45dab6beabdeded44bab
出典データセット
uspto-grants-1999_02
特許番号
US05865857

関連ノート

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