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

HRID 889480
ノート
印刷プレビュー

反応式

HRID 889480 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]CC)=[O:18])[C:5]=1[C:22]([O:24]CC)=[O:23])[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:22]([OH:24])=[O:23])[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 21393755Diethyl 1,4-diethoxynaphthalene-2,3-dicarboxylate

生成物 1

HCID 223445251,4-Diethoxynaphthalene-2,3-dicarboxylic acid収率 89.7%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

Diethyl 1,4-bis(ethyloxy)-2,3-naphthalenedicarboxylate (24.8 g, 68.8 mmol) was suspended in ethanol (200 ml) and treated with sodium hydroxide (8.3 g, 206.4 mmol) dissolved in 200 ml of water. A further 50 ml of ethanol added to aid stirring. Heated to reflux, 100° C. All in solution on heating. Refluxed for 8 hours. Cooled to room temperature and stood overnight. Solvent was evaporated to almost dryness. Water was added and stirred in an ice bath. Acidified with 2M HCl solution (˜150 ml). The white precipitate was filtered, washed with water and dried in a vacuum oven to give the title compound as a white solid (18.77 g, 61.7 mmol).

後処理

  1. temperatureHeated
  2. temperatureAll in solution on heating
  3. temperatureRefluxed for 8 hours
  4. temperatureCooled to room temperature
  5. customSolvent was evaporated to almost dryness
  6. additionWater was added
  7. stirringstirred in an ice bath
  8. filtrationThe white precipitate was filtered
  9. washwashed with water
  10. customdried in a vacuum oven

出典と根拠

ORDレコード
ord-0d9cba439914478cbfe742c6de44b858
出典データセット
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08252833B2

反応ノート

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