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Allyl bromide → 2-(Prop-2-en-1-yl)-1,2,3,4-tetrahydrobenzo[g]isoquinolin-5-amine

HRID 1679665
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HRID 1679665 반응식
[NH2:1][C:2]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][NH:6][CH2:7]2.[CH2:16](Br)[CH:17]=[CH2:18].C(N(CC)CC)C.[OH-].[Na+]>C(Cl)(Cl)Cl.O>[CH2:18]([N:6]1[CH2:5][CH2:4][C:3]2[C:8](=[CH:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[C:2]=2[NH2:1])[CH2:7]1)[CH:17]=[CH2:16]
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참가 물질

7

반응물 4

HCID 7841Allyl bromideHCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 203617021,2,3,4-Tetrahydrobenzo[g]isoquinolin-5-amine

생성물 1

HCID 203617132-(Prop-2-en-1-yl)-1,2,3,4-tetrahydrobenzo[g]isoquinolin-5-amine

시약·촉매·용매 2

HCID 962Water용매
HCID 6212
Chloroform
용매

실험 절차

A mixture of 7.9 g of 5-amino-1,2,3,4-tetrahydrobenzo[g]isoquinoline, 5.3 g of allyl bromide, 2.6 g of triethylamine in 50 ml of anhydrous chloroform is heated to the boil for 4.5 hours while stirring. 100 ml of water are added to the resulting solution after cooling to room temperature, the solution is made alkaline with 40% caustic soda solution, and the organic phase is separated off. The organic solution is washed neutral with water, dried over sodium sulphate and concentrated by evaporation. The residue is recrystallized twice from methanol. M.Pt. of the title compound: 74° - 76°.

후처리

  1. temperatureis heated to the boil for 4.5 hours
  2. customthe organic phase is separated off
  3. washThe organic solution is washed neutral with water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated by evaporation
  6. customThe residue is recrystallized twice from methanol
  7. custom74° - 76°

출처 및 근거

ORD 기록
ord-63187a476e0a4fe59ff306a70cdb27be
출처 데이터셋
uspto-grants-1978_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04081543

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