Sodium Hydroxide → 1-(Ethyloxy)-4-[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylic acid

HRID 222431노트

반응식

HRID 222431 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][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:6]([C:22]([O:24]CC)=[O:23])[C:5]=1[C:27]([O:29]CC)=[O:28])[CH3:2].[OH-].[Na+]>C(O)C>[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][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[C:6]([C:22]([OH:24])=[O:23])[C:5]=1[C:27]([OH:29])=[O:28])[CH3:2]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 58012512Diethyl 1-(ethyloxy)-4-[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylate

생성물 1

HCID 580124801-(Ethyloxy)-4-[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylic acid수율 96.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of diethyl 1-(ethyloxy)-4-[(phenylmethyl)oxy]-2,3-naphthalenedicarboxylate (3.05 g, 7.23 mmol), ethanol (30 ml), and 2N aqueous sodium hydroxide solution (35 ml) was refluxed for 3 hours. The reaction mixture was cooled and evaporated. This was acidified with HCl (2N) and extracted with ethyl acetate twice. Combined organics were dried over magnesium sulphate and the solvent evaporated to give the title compound as a white solid (2.55 g, 6.97 mmol). LC/MS: Rt=2.76, [MH]− 365.

후처리

  1. temperaturewas refluxed for 3 hours
  2. temperatureThe reaction mixture was cooled
  3. customevaporated
  4. extractionextracted with ethyl acetate twice
  5. dry with materialCombined organics were dried over magnesium sulphate
  6. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-d162371733ad4c0cb011c193a73568c8
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08207213B2

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