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

HRID 1679665
ノート
印刷プレビュー

反応式

HRID 1679665 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 6212
Chloroform
溶媒

実験手順

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°.

後処理

  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°

出典と根拠

ORDレコード
ord-63187a476e0a4fe59ff306a70cdb27be
出典データセット
uspto-grants-1978_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04081543

反応ノート

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