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

HRID 1111880

반응식

HRID 1111880 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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:

후처리

  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

출처 및 근거

ORD 기록
ord-429832637d804aeaa090bbcde588d6eb
출처 데이터셋
uspto-grants-1978_10
특허 번호
US04119669

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