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Methanol → 3-[4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoic acid

HRID 922184
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HRID 922184 반응식
CO.C1COCC1.C[O:9][C:10](=[O:39])[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([O:27][CH2:28][C:29](=[N:36][O:37][CH3:38])[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:23][CH:22]=2)=[CH:15][CH:14]=1.[OH-].[Na+]>O>[CH3:38][O:37]/[N:36]=[C:29](/[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)\[CH2:28][O:27][C:24]1[CH:25]=[CH:26][C:21]([CH2:20][O:19][C:16]2[CH:17]=[CH:18][C:13]([CH2:12][CH2:11][C:10]([OH:39])=[O:9])=[CH:14][CH:15]=2)=[CH:22][CH:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 887MethanolHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 866957263-{4-[4-(2-Methoxyimino-2-phenyl-ethoxy)-benzyloxy]-phenyl}-propanoic acid methyl ester

생성물 1

HCID 565935553-[4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoic acid수율 63.3%

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

To a 25 mL RB flask fitted with magnetic stirrer was charged 2 mL of methanol and 1 mL of THF. To the stirred solvent, was added 3-{4-[4-(2-methoxyimino-2-phenyl-ethoxy)-benzyloxy]-phenyl}-propanoic acid methyl ester (0.085 g, 0.19 mmol). To the stirred solution, NaOH (0.015 g, 0.375 mmol) in water (1 mL) was added. The resulting solution was stirred at RT for 3 h. After completion of the reaction (reaction monitored by TLC), the solvent was evaporated under reduced pressure. The RM was diluted with 1 mL of water, cooled to 0° C., then acidified with 1N HCl (5 mL), and extracted with ethyl acetate (10 mL×2), organic layer was given water (5 mL) and saturated brine solution wash (5 mL), dried over anhydrous Na2SO4 and evaporated to dryness to yield colorless solid (0.050 g, yield: 63.3%); purity: 97.65%.

후처리

  1. customTo a 25 mL RB flask fitted with magnetic stirrer
  2. customAfter completion of the reaction (reaction monitored by TLC)
  3. customthe solvent was evaporated under reduced pressure
  4. additionThe RM was diluted with 1 mL of water
  5. temperaturecooled to 0° C.
  6. extractionextracted with ethyl acetate (10 mL×2), organic layer
  7. washwash (5 mL)
  8. dry with materialdried over anhydrous Na2SO4
  9. customevaporated to dryness

출처 및 근거

ORD 기록
ord-dad364399a164acbb9b1e8fb84587b8b
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278915B2

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