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

HRID 889480
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HRID 889480 반응식
[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]
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 21393755Diethyl 1,4-diethoxynaphthalene-2,3-dicarboxylate

생성물 1

HCID 223445251,4-Diethoxynaphthalene-2,3-dicarboxylic acid수율 89.7%

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0d9cba439914478cbfe742c6de44b858
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08252833B2

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