3,4-Dimethylaniline → N-(1-ethylpropyl)-3,4-dimethylaniline

HRID 443777ノート

反応式

HRID 443777 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([CH3:9])[CH:3]=1.[CH2:10]([C:12]([CH2:14][CH3:15])=O)[CH3:11]>[Pt].C(O)(=O)C>[CH3:11][CH2:10][CH:12]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([CH3:9])[CH:3]=1)[CH2:14][CH3:15]

参加物

5

反応物 2

HCID 72483,4-DimethylanilineHCID 7288Ethyl ketone

生成物 1

HCID 91984N-(1-ethylpropyl)-3,4-dimethylaniline収率 72.2%

試薬・触媒・溶媒 2

HCID 23939Platinum触媒HCID 176Acetic Acid溶媒

反応条件

温度
60 °C

実験手順

Amounts of 24.2 g (0.20 mole) of 3,4-xylidine 38.4 g (0.44 mole) of diethyl ketone, 1.2 g of 5% platinum on carbon, and 0.26 g (2 mole %) of glacial acetic acid were charged to an autoclave and the autoclave was sealed, evacuated, purged with hydrogen and then pressurized with hydrogen to 50 psi. The temperature of the autoclave was raised to 60° C. and held at 60°-68° C. for 0.9 hours (very little, if any, hydrogen was being absorbed at this point). The autoclave was vented and the product filtered to separate the catalyst. The lower, aqueous phase, of the filtrate was separated and the upper, organic phase, was evaporated to constant weight of 35.0 g. Analysis of the residue showed it to be 78.8% pure, corresponding to 28.7 g of N-3-pentyl-3,4-xylidine (72.2% yield).

後処理

  1. customthe autoclave was sealed
  2. customevacuated
  3. custompurged with hydrogen
  4. custom(very little, if any, hydrogen was being absorbed at this point)
  5. filtrationthe product filtered
  6. customto separate the catalyst
  7. customThe lower, aqueous phase, of the filtrate was separated
  8. customthe upper, organic phase, was evaporated to constant weight of 35.0 g

出典と根拠

ORDレコード
ord-51a3a87a9dbf4db8800e4981c1101536
出典データセット
uspto-grants-1981_04
特許番号
US04261926

反応ノート

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