Allyl bromide → alpha-Methyl-alpha-2-propen-1-ylbenzeneethanol

HRID 1388869노트

반응식

HRID 1388869 반응식
[CH2:1]([CH:8]([OH:10])[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:11](Cl)[CH:12]=C.[CH2:15](Br)C=C.C(=O)(O)[O-].[Na+]>C(O)(C)C>[CH2:9]([C:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)([OH:10])[CH3:15])[CH:11]=[CH2:12]

참가 물질

6

반응물 4

HCID 7841Allyl bromideHCID 7850Allyl chlorideHCID 941851-Phenyl-2-propanolHCID 516892Sodium Bicarbonate

생성물 1

HCID 14223528alpha-Methyl-alpha-2-propen-1-ylbenzeneethanol

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

A 2-liter autoclave was charged with benzyl ethanol hydrogenated-tallow amine (632.2 gm.; 1.5 mol), 133.9 gm. allyl chloride, 18.1 gm. allyl bromide, 160 gm. sodium bicarbonate, and 175 ml isopropyl alcohol. The mixture was allowed to react at 100° C. overnight. An aliquot was removed and found to contain 61.2% amine. The apparent slow reaction rate was due to a leak in the autoclave. When the problem was corrected, an additional 133.9 gm. of allyl chloride and 18.1 gm. allyl bromide was added. The reaction as allowed to go overnight. An aliquot was removed and analyzed. It contained 16.1% amine and 0.4% amine HCl. An additional 36 gm. of allyl bromide was added. The following day, a sample was removed, analyzed, and found to contain 7% amine and 0.5% amine HCl. Allyl bromide (15 gm.) and 25 gm. of sodium bicarbonate were added and the reaction was continued overnight. Analyses of an aliquot showed there to be 0.0% amine HCl and 5.2% amine. The autoclave was charged with methyl chloride to finish the quaternization reaction. Final analysis showed an Effective gram molecular weight of 780.7.

후처리

  1. customto react at 100° C. overnight
  2. customAn aliquot was removed
  3. additionallyl bromide was added
  4. customThe reaction
  5. customAn aliquot was removed
  6. additionof allyl bromide was added
  7. customThe following day, a sample was removed
  8. additionof sodium bicarbonate were added
  9. waitthe reaction was continued overnight
  10. additionThe autoclave was charged with methyl chloride
  11. customthe quaternization reaction

출처 및 근거

ORD 기록
ord-431693bede444ae2b8dbebc791a482b5
출처 데이터셋
uspto-grants-1984_02
특허 번호
US04434076

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