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Sodium Hydroxide → 1,4-Diethoxynaphthalene-2,3-dicarboxylic acid

HRID 346706
ノート
印刷プレビュー

反応式

HRID 346706 の反応式
[CH2:1]([O:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([O:14][CH2:15][CH3:16])=[C:6]([C:17]([O-:19])=[O:18])[C:5]=1[C:20]([O:22]CC)=[O:21])[CH3:2].[OH-].[Na+]>C(O)C.O>[CH2:15]([O:14][C:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4]([O:3][CH2:1][CH3:2])=[C:5]([C:20]([OH:22])=[O:21])[C:6]=1[C:17]([OH:19])=[O:18])[CH3:16]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 86592169Ethyl 1,4-diethoxy-2,3-naphthalenedicarboxylate

生成物 1

HCID 223445251,4-Diethoxynaphthalene-2,3-dicarboxylic acid収率 92.3%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

Ethyl 1,4-diethoxy-2,3-naphthalenedicarboxylate (32 g, 89 mmol) was added to a solution of sodium hydroxide (20 g) in ethanol (200 ml) and water (40 ml) and stirred for 1.5 h at 60° C. The reaction was cooled and the thick white suspension was filtered. The solid was dissolved in a mixture of ethyl acetate (200 ml) and water (800 ml). The layers were separated and the aqueous was acidified with hydrochloric acid (2M, 120 ml). The aqueous was extracted with ethyl acetate (2×) and the combined organics were dried (MgSO4). Evaporation of the solvent under vacuum gave the title compound as a white solid (25 g, 92%).

後処理

  1. temperatureThe reaction was cooled
  2. filtrationthe thick white suspension was filtered
  3. dissolutionThe solid was dissolved in a mixture of ethyl acetate (200 ml) and water (800 ml)
  4. customThe layers were separated
  5. extractionThe aqueous was extracted with ethyl acetate (2×)
  6. dry with materialthe combined organics were dried (MgSO4)
  7. customEvaporation of the solvent under vacuum

出典と根拠

ORDレコード
ord-264f6188805e4e2e9d8f578989608fcc
出典データセット
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07173047B2

反応ノート

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