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Formaldehyde → 9-Diethylaminomethyl-6-methyl-1,2,3,4,7,8,9,10-octahydro-benzo[f]quinoline-3,10-dione hydrochloride

HRID 1719859
ノート
印刷プレビュー

反応式

HRID 1719859 の反応式
[ClH:1].[CH2:2]([NH:4][CH2:5][CH3:6])[CH3:3].[CH2:7]=O.[CH3:9][C:10]1[C:11]2[CH2:24][CH2:23][CH2:22][C:21](=[O:25])[C:12]=2[C:13]2[CH2:14][CH2:15][C:16](=[O:20])[NH:17][C:18]=2[CH:19]=1>C(OC(=O)C)(=O)C>[ClH:1].[CH2:2]([N:4]([CH2:7][CH:22]1[C:21](=[O:25])[C:12]2[C:13]3[CH2:14][CH2:15][C:16](=[O:20])[NH:17][C:18]=3[CH:19]=[C:10]([CH3:9])[C:11]=2[CH2:24][CH2:23]1)[CH2:5][CH3:6])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 712FormaldehydeHCID 10197650Diethylammonium chlorideHCID 130517676-Methyl-1,2,3,4,7,8,9,10-octahydro-benzo[f]quinoline-3,10-dione

生成物 1

HCID 202660539-Diethylaminomethyl-6-methyl-1,2,3,4,7,8,9,10-octahydro-benzo[f]quinoline-3,10-dione hydrochloride

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

Diethylamine hydrochloride (8.3 g) is mixed with 6 ml of 37% formalin at room temperature for 30 minutes whereupon 40 ml of acetic anhydride is added dropwise at 60°-70° C. with stirring. After about 1 hour 11.5 g of 6-methyl-1,2,3,4,7,8,9,10-octahydro-benzo[f]quinoline-3,10-dione is added, and the resulting mixture is kept at 60°-70° C. for 3 hours. The reaction mixture is then concentrated under reduced pressure. To the residue is added 200 ml of acetone, and the mixture is heated under reflux for 10 minutes and then allowed to stand at room temperature. The precipitated crystals are collected by filtration and recrystallized from ethanol to give 7.0 g of 9-diethylaminomethyl-6-methyl-1,2,3,4,7,8,9,10-octahydro-benzo[f]quinoline-3,10-dione hydrochloride as colorless needles, melting at 196°-197° C.

後処理

  1. additionis added dropwise at 60°-70° C.
  2. concentrationThe reaction mixture is then concentrated under reduced pressure
  3. additionTo the residue is added 200 ml of acetone
  4. temperaturethe mixture is heated
  5. temperatureunder reflux for 10 minutes
  6. customto stand at room temperature
  7. filtrationThe precipitated crystals are collected by filtration
  8. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-1832a03952ed41da9b9e82ffc0b26ac8
出典データセット
uspto-grants-1985_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04543354

反応ノート

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