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Hydrochloric Acid → 3-(1,4-dioxo-3,4-dihydrophthalazin-2(1H)-yl)propanoic acid

HRID 1723320
ノート
印刷プレビュー

反応式

HRID 1723320 の反応式
[C:1]1(=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[NH:3][NH:2]1.[O-]CC.[Na+].[C:17]([O:21]CC)(=[O:20])[CH:18]=[CH2:19].Cl>C(O)C.[OH-].[Na+]>[C:17]([CH2:18][CH2:19][N:3]1[NH:2][C:1](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]1=[O:11])([OH:21])=[O:20]
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 8821Ethyl AcrylateHCID 2194012,3-Dihydro-1,4-phthalazinedioneHCID 2723922Sodium ethoxide

生成物 1

HCID 9315273-(1,4-dioxo-3,4-dihydrophthalazin-2(1H)-yl)propanoic acid収率 26%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒
HCID 14798Sodium Hydroxide溶媒

実験手順

2,3-Dihydrophthalazine-1,4-dione(8.1 g; 0.05 mol) was suspended in 100 ml of absolute ethanol containing a catalytic amount of sodium ethoxide. Ethyl acrylate (5.0 g; 0.05 mol) was added to the suspension and the mixture was reacted under reflux for 42 hours. The hot reaction mixture was filtered and the solvent removed in vacuo. The product thus formed was dissolved in sodium hydroxide (0.07 M; 250 ml) and stirred overnight. The solution was acidified by the addition of hydrogen chloride resulting in the formation of a white crystalline solid. The solid was recrystallized from water to produce the product, 2-(2'-carboxyethyl)-2,3-dihydrophthalazine-1,4-dione.

後処理

  1. customthe mixture was reacted
  2. temperatureunder reflux for 42 hours
  3. filtrationThe hot reaction mixture was filtered
  4. customthe solvent removed in vacuo
  5. customThe product thus formed
  6. customThe solid was recrystallized from water

出典と根拠

ORDレコード
ord-062da18124974c3ebe7c6aafee82c926
出典データセット
uspto-grants-1989_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04861778

反応ノート

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