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Hydrochloric Acid → Ethyl 5,6,7,8-tetrahydro-5-[[2-(2-hydroxyphenyl)ethyl]amino]-2-quinolinecarboxylate

HRID 875308
ノート
印刷プレビュー

反応式

HRID 875308 の反応式
[CH2:1](O)[CH3:2].Cl.[OH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][CH2:13][NH:14][CH:15]1[CH2:24][CH2:23][CH2:22][C:21]2[N:20]=[C:19]([C:25]([OH:27])=[O:26])[CH:18]=[CH:17][C:16]1=2.C(=O)(O)[O-].[Na+]>O1CCOCC1.C(OCC)(=O)C>[OH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][CH2:13][NH:14][CH:15]1[CH2:24][CH2:23][CH2:22][C:21]2[N:20]=[C:19]([C:25]([O:27][CH2:1][CH3:2])=[O:26])[CH:18]=[CH:17][C:16]1=2
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 313Hydrochloric AcidHCID 702EthanolHCID 516892Sodium BicarbonateHCID 899407575,6,7,8-Tetrahydro-5-[[2-(2-hydroxyphenyl)ethyl]amino]-2-quinolinecarboxylic acid

生成物 1

HCID 89940787Ethyl 5,6,7,8-tetrahydro-5-[[2-(2-hydroxyphenyl)ethyl]amino]-2-quinolinecarboxylate

試薬・触媒・溶媒 2

HCID 8857
Ethyl Acetate
溶媒
HCID 312751,4-Dioxane溶媒

実験手順

645 ml of anhydrous ethanol and 52 ml of a 4 N solution of hydrogen chloride in dioxane were added to 25.8 g (82.59 mmol) of 5-{[2-(2-hydroxyphenyl)ethyl]amino}-5,6,7,8-tetrahydroquinoline-2-carboxylic acid, and the mixture was stirred under reflux overnight. The reaction solution was then cooled to room temperature, and first ethyl acetate and then, slowly, saturated aqueous sodium bicarbonate solution were added. Subsequently, the organic phase was separated off, dried over sodium sulphate, filtered and concentrated to dryness. This gave 23.9 g (70.21 mmol, 85% of theory) of the target compound.

後処理

  1. temperatureunder reflux overnight
  2. customSubsequently, the organic phase was separated off
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-e5f5ed359b5443eeae6ee3bd1aa0454c
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08981104B2

反応ノート

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