Acetic Acid → N-(1-ethylpropyl)-3,4-dimethylaniline

HRID 1111880

反応式

HRID 1111880 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].C([BH3-])#N.[Na+].C(O)(=O)C>CO>[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])[CH3:11]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 72483,4-DimethylanilineHCID 7288Ethyl ketoneHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 91984N-(1-ethylpropyl)-3,4-dimethylaniline収率 97.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 3,4-xylidine (1.2 g., 0.01 mole) and diethyl ketone (5 ml.) in methanol (20 ml.) is stirred at room temperature in the presence of sodium cyanoborohydride (1.1 g.) and 3A molecular sieves (3.0 g.). The pH is monitored each half hour and maintained at 6 by adding acetic acid in 5 drop portions as required. After 7 hours, the sieves are removed by filtration and the filtrate is diluted with water (100 ml.) and then acidified with hydrochloric acid. The solution is then basified with solid potassium carbonate and extracted with ethyl ether. The ether solution is dried and then evaporated leaving the desired product as a residual oil in 97.5% yield and in 93% purity as determined by gas-liquid chromatography. The compound had a boiling point of 80° C. at a pressure of 0.1 mm. Its elemental analysis is as follows:

後処理

  1. temperaturemaintained at 6
  2. waitAfter 7 hours
  3. customthe sieves are removed by filtration
  4. additionthe filtrate is diluted with water (100 ml.)
  5. extractionextracted with ethyl ether
  6. dry with materialThe ether solution is dried
  7. customevaporated

出典と根拠

ORDレコード
ord-429832637d804aeaa090bbcde588d6eb
出典データセット
uspto-grants-1978_10
特許番号
US04119669

関連ノート

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